Production Method 1

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triethylamine ,  4-(Dimethylamino)pyridine ,  Pyridinium, 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneico… Solvents: Dimethylformamide ;  rt; 1 h, rt
1.2 Reagents: Water ;  5 min, rt

Reference

A fluorous Mukaiyama coupling reagent for a concise condensation reaction: utility of medium-fluorous strategy

Sugiyama, Yuya; Kurata, Yuki; Kunda, Yoko; Miyazaki, Atsushi; Matsui, Junko; et al, Tetrahedron, 2012, 68(20), 3885-3892

Production Method 2

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triphenylphosphine (polymer-bound) ,  rel-1-[(1R,2R,4R)-Bicyclo[2.2.1]hept-5-en-2-ylmethyl] 2-[(1R,4R)-bicyclo[2.2.1]h… Catalysts: Grubbs' catalyst Solvents: Tetrahydrofuran
1.2 Solvents: Hexane

Reference

Impurity Annihilation: Chromatography-Free Parallel Mitsunobu Reactions

Barrett, Anthony G. M.; Roberts, Richard S.; Schroeder, Juergen, Organic Letters, 2000, 2(19), 2999-3001

Production Method 3

111-87-5

774-65-2

94-50-8

Reaction Conditions

1.1 Catalysts: Ceria ;  15 h, 180 °C

Reference

CeO2 as a versatile and reusable catalyst for transesterification of esters with alcohols under solvent-free conditions

Tamura, Masazumi; Hakim Siddiki, S. M. A.; Shimizu, Ken-ichi, Green Chemistry, 2013, 15(6), 1641-1646

Production Method 4

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Catalysts: Benzenamine, N-butyl-2,4-dinitro-, 4-methylbenzenesulfonate (1:1) Solvents: Isooctane ;  24 h, reflux

Reference

N-Butyl-2,4-dinitro-anilinium p-toluenesulfonate as a highly active and selective esterification catalyst

Sattenapally, Narsimha; Wang, Wei; Liu, Huimin; Gao, Yong, Tetrahedron Letters, 2013, 54(48), 6665-6668

Production Method 5

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Trichloroacetamide ,  Triphenylphosphine Solvents: Dichloromethane ;  1 h, reflux
1.2 Reagents: 4-Methylpyridine ;  1 h, reflux

Reference

Cl3CCONH2/PPh3. A versatile reagent for synthesis of esters

Chantarasriwong, Oraphin; Jang, Doo Ok; Chavasiri, Warinthorn, Synthetic Communications, 2008, 38(16), 2845-2856

Production Method 6

65-85-0

111-83-1

94-50-8

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ;  10 min, 75 °C
1.2 12 h, 75 °C

Reference

Scope and mechanistic insights into the use of tetradecyl(trihexyl)phosphonium bistriflimide: a remarkably selective ionic liquid solvent for substitution reactions

McNulty, James; Nair, Jerald J.; Cheekoori, Sreedhar; Larichev, Vladimir; Capretta, Alfredo; et al, Chemistry - A European Journal, 2006, 12(36), 9314-9322

Production Method 7

65-85-0

111-83-1

94-50-8

Reaction Conditions

1.1 Reagents: Diisopropylethylamine Solvents: Trihexyl(tetradecyl)phosphonium bis(trifluoromethylsulfonyl)imide ;  10 min, 30 °C
1.2 12 h, 75 °C

Reference

A mild esterification process in phosphonium salt ionic liquid

McNulty, James; Cheekoori, Sreedhar; Nair, Jerald J.; Larichev, Vladimir; Capretta, Alfredo; et al, Tetrahedron Letters, 2005, 46(21), 3641-3644

Production Method 8

111-87-5

100-52-7

94-50-8

Reaction Conditions

1.1 Reagents: Perchloric acid ,  Hydrogen peroxide Catalysts: Tin oxide (SnO2) (sulfated) ;  4 h, 323 K

Reference

Facile oxidation of aldehydes to esters using S·SnO2/SBA-1-H2O2

Qian, Guang; Zhao, Rui; Ji, Dong; Lu, Gaomeng; Qi, Yanxing; et al, Chemistry Letters, 2004, 33(7), 834-835

Production Method 9

111-87-5

19264-68-7

94-50-8

Reaction Conditions

1.1 Catalysts: 1,8-Diazabicyclo[5.4.0]undec-7-ene Solvents: Tetrahydrofuran ;  24 h, 25 °C

Reference

Mild organic base-catalyzed primary alcohol-selective aroylation reaction using N-aroylcarbazoles for underexplored prodrugs

Morita, Yasuaki; Kang, Bubwoong; Nakashima, Rubi; Shimizu, Yuki; Sakai, Asumi; et al, ChemRxiv, 2020, 1, 1-5

Production Method 10

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triethylamine ,  4-(Dimethylamino)pyridine ,  Pyridinium, 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneico… Solvents: Dimethylformamide ;  1 h, rt
1.2 Solvents: Water ;  5 min, rt

Reference

A development of concise amidation and esterification reactions using a medium fluorous Mukaiyama reagent

Matsugi, Masato; Hayashi, Toshiya; Hasebe, Shohei; Kunda, Yoko, Meijo Daigaku Sogo Kenkyusho Sogo Gakujutsu Kenkyu Ronbunshu, 2009, 8, 123-128

Production Method 11

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triethylamine ,  4-(Dimethylamino)pyridine ,  Pyridinium, 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneico… Solvents: Dimethylformamide ;  1 h, rt
1.2 Solvents: Water ;  5 min, rt

Reference

Fluorous N-alkyl-2-halopyridinium salt as condensation reagent

, Japan, , ,

Production Method 12

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triethylamine ,  Pyridinium, 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heneico… Catalysts: 4-(Dimethylamino)pyridine Solvents: Dimethylformamide ;  1 h, rt
1.2 Reagents: Water ;  5 min, rt

Reference

An alternative and facile purification procedure of amidation and esterification reactions using a medium fluorous Mukaiyama reagent

Matsugi, Masato; Suganuma, Misaki; Yoshida, Shoko; Hasebe, Shohei; Kunda, Yoko; et al, Tetrahedron Letters, 2008, 49(46), 6573-6574

Production Method 13

65-85-0

629-27-6

94-50-8

Reaction Conditions

1.1 Reagents: Tetrabutylammonium fluoride Solvents: Dimethylformamide ,  Tetrahydrofuran ;  20 min, rt
1.2 60 min, rt

Reference

Simple and convenient synthesis of esters from carboxylic acids and alkyl halides using tetrabutylammonium fluoride

Matsumoto, Kouichi; Shimazaki, Hayato; Miyamoto, Yu; Shimada, Kazuaki; Haga, Fumi; et al, Journal of Oleo Science, 2014, 63(5), 539-544

Production Method 14

111-87-5

93-97-0

94-50-8

Reaction Conditions

1.1 Catalysts: Bismuth triflate Solvents: Dichloromethane

Reference

Highly Powerful and Practical Acylation of Alcohols with Acid Anhydride Catalyzed by Bi(OTf)3

Orita, Akihiro; Tanahashi, Chiaki; Kakuda, Atsushi; Otera, Junzo, Journal of Organic Chemistry, 2001, 66(26), 8926-8934

Production Method 15

111-83-1

582-25-2

94-50-8

Reaction Conditions

Reference

The synthesis of esters under microwave irradiation using dry-media conditions

Loupy, Andre; Petit, Alain; Ramdani, Mohamed; Yvanaeff, Celine; Majboub, Mustapha; et al, Canadian Journal of Chemistry, 1993, 71(1), 90-5

Production Method 16

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Reagents: Triphenylphosphine ,  1-Diazene-1,2-dicarboxylic acid, 1-[(4-chlorophenyl)methyl] 2-(1,1-dimethylethyl… Solvents: Dichloromethane ;  0 - 5 °C; 4 h, rt

Reference

Synthesis and application of a novel asymmetric azo reagent: 1-(tert-butyl)-2-(4-chlorobenzyl) azodicarboxylate (tBCAD)

Xie, Jian; Xu, Cai; Dai, Qianjin; Wang, Xiaozhong; Xu, Gang; et al, Tetrahedron, 2017, 73(35), 5321-5326

Production Method 17

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Catalysts: Poly(oxy-1,2-ethanediyl), α-[2-[1-(3-sulfopropyl)-1H-imidazolium-3-yl]ethyl]-ω-[… Solvents: Toluene ;  60 min, 80 °C

Reference

A facile and efficient protocol for esterification and acetalization in a PEG1000-D(A)IL/toluene thermoregulated catalyst-media combined systems

Wang, Yinglei; Zhi, Huizhen; Luo, Jun, Journal of Molecular Catalysis A: Chemical, 2013, 379, 46-52

Production Method 18

111-87-5

93-58-3

94-50-8

Reaction Conditions

1.1 Reagents: Diethylene glycol Catalysts: 2-Propanol, lanthanum(3+) salt Solvents: Hexane ;  1 h, rt
1.2 rt → 90 °C; 3 h, 90 °C

Reference

Lanthanum complexes, their uses as ester synthesis catalysts, and preparation of esters by transesterification using the complexes or lanthanum alkoxides and ligands

, Japan, , ,

Production Method 19

111-87-5

65-85-0

94-50-8

Reaction Conditions

1.1 Catalysts: Poly(oxy-1,2-ethanediyl), α-[2-[1-(3-sulfopropyl)-1H-imidazolium-3-yl]ethyl]-ω-[… Solvents: Toluene ;  1 h, 80 °C; 80 °C → rt

Reference

Synthesis of α,ω-bis[(3-sulfo propyl)-1H-imidazolium-1-yl]polyethylene glycol bis(hydrogen sulfate) and determination of its properties as thermomorphic ionic liquid and its activity as esterification catalyst

Zhi, Hui-Zhen; Luo, Jun; Ma, Wei; Lu, Chun-Xu, Gaodeng Xuexiao Huaxue Xuebao, 2008, 29(4), 772-774

Production Method 20

111-87-5

93-58-3

94-50-8

Reaction Conditions

1.1 Catalysts: Phosphate Solvents: Toluene ;  48 h, reflux

Reference

Transesterification of methyl benzoate with alcohols catalyzed by natural phosphate

Bazi, Fathallaah; El Badaoui, Hanane; Sokori, Samira; Tamani, Soumia; Hamza, Mohamed; et al, Synthetic Communications, 2006, 36(11), 1585-1592

Octyl benzoate Raw materials

• 1-Octanol
• (9h-Carbazol-9-Yl)(Phenyl)Methanone
• Tert-Butyl benzoate
• Benzoic acid
• 1-Iodooctane
• Methyl benzoate
• 1-Bromooctane
• Benzoic anhydride
• Potassium benzoate
• Benzaldehyde

Octyl benzoate Preparation Products

• Octyl benzoate (94-50-8)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters

• 142626-83-3(Pentadecyl tridecyl benzene-1,4-dicarboxylate)
• 97051-60-0(Octyl 4-formylbenzoate)
• 33975-26-7(Isophthalic acid, dodecyl methyl ester)
• 18699-46-2(Diundecyl benzene-1,3-dicarboxylate)
• 54699-33-1(Decyl ethyl terephthalate)
• 4654-16-4(1,3-Benzenedicarboxylic acid, dipentyl ester)
• 4654-27-7(Dinonyl benzene-1,4-dicarboxylate)
• 18749-84-3(bis-dodecyl benzene-1,4-dicarboxylate)
• 54699-32-0(1,4-Benzenedicarboxylic acid, dodecyl ethyl ester)
• 41138-37-8(Bis(6-hydroxyhexyl) terephthalate)