Production Method 1

119-56-2

948-54-9

Reaction Conditions

1.1 Reagents: Phosphorus tribromide Solvents: Chloroform ,  Diisopropyl ether ;  cooled; 1 h, rt

Reference

Preparation of tricyclic compounds as prostaglandin I2 receptor agonists

, World Intellectual Property Organization, , ,

Production Method 2

831-81-2

948-54-9

Reaction Conditions

1.1 Reagents: Bromine Catalysts: Benzoyl peroxide ;  rt → 131 °C; 0.5 h, 131 °C; 2 h, 131 °C

Reference

Improvement for synthesis process of cetirizine hydrochloride

Liu, Bue, Guangdong Huagong, 2008, 35(9), 66-67

Production Method 3

831-81-2

948-54-9

Reaction Conditions

1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  1.5 h, reflux

Reference

Improved synthesis of cetirizine hydrochloride

Wang, Jian-jun; Yang, Xue-yan; Wu, Fan-hong, Huadong Ligong Daxue Xuebao, 2002, 28(6), 668-670

Production Method 4

831-81-2

948-54-9

Reaction Conditions

1.1 Reagents: Bromine ;  118 °C; 8 h, 118 °C

Reference

Method for preparation of chlorcyclizine hydrochloride

, China, , ,

Production Method 5

831-81-2

948-54-9

Reaction Conditions

1.1 Reagents: Bromine ;  1.5 - 2 h, rt; rt → 55 °C; 5 - 6 h, 50 - 55 °C; 55 °C → rt
1.2 Reagents: Sodium carbonate ,  Sodium sulfate ;  1 h, rt

Reference

Method for synthesizing chlorcyclizine hydrochloride

, China, , ,

Production Method 6

948-54-9

Reaction Conditions

Reference

Synthesis and anticonvulsant activity of some cinnamylpiperazine derivatives

Hu, Chuan; Sun, Zhi-Gang; Wei, Cheng-Xi; Quan, Zhe-Shan, Letters in Drug Design & Discovery, 2010, 7(9), 661-664

Production Method 7

948-54-9

Reaction Conditions

Reference

Reactions of halometal alcoholates. LXXVI. Anomalous courses of the reactions of aromatic ketones with organomagnesium compounds

Lapkin, I. I.; Khokhryakova, N. P.; Rybakova, M. N., Sintetich. Metody na Osnove Metalloorgan. Soedinenii., 1977, 71, 71-6

Production Method 8

119-56-2

948-54-9

Reaction Conditions

1.1 Reagents: Phosphorus pentoxide ,  Potassium bromide Solvents: Acetonitrile ;  60 min, rt

Reference

An efficient and selective method for the iodination and bromination of alcohols under mild conditions

Khazdooz, Leila; Zarei, Amin; Aghaei, Hamidreza; Azizi, Ghobad; Gheisari, Mohammad Mehdi, Tetrahedron Letters, 2016, 57(2), 168-171

Production Method 9

119-56-2

948-54-9

Reaction Conditions

1.1 Reagents: Hydrogen bromide Catalysts: Tetrabutylammonium bromide Solvents: Water ;  rt
1.2 Reagents: Sulfuric acid Solvents: Water ;  cooled; 2 h, reflux; cooled
1.3 Reagents: Water ;  cooled

Reference

Preparation of 1-[bromo(phenyl)methyl]-4-chlorobenzene via by phase transfer catalysis

Kang, Huaiping; Wang, Juan; Liu, Yuzhen; Nie, Xinyong, Huaxue Shijie, 2006, 47(1), 36-37

Production Method 10

119-56-2

948-54-9

Reaction Conditions

1.1 Reagents: Hydrogen bromide Solvents: Toluene ,  Water ;  15 min, 75 °C
1.2 Reagents: Sulfuric acid ;  3 h, 75 - 80 °C; 1 h, 75 - 80 °C; 80 °C → rt
1.3 Reagents: Sodium carbonate Solvents: Toluene ,  Water ;  neutralized

Reference

Synthesis of 1-[(4-chlorophenyl) phenyl methyl] piperazine

Dong, Chuan-ming; Chu, Ji-cheng; Li, Mao-xia, Meitan Yu Huagong, 2014, 37(1), 83-84

Production Method 11

119-56-2

948-54-9

Reaction Conditions

1.1 Reagents: Thionyl bromide Solvents: Dichloromethane ;  cooled; 4 h, rt

Reference

Pyrimidinone derivatives and their preparation, and use in the treatment of GPR119-related diseases

, World Intellectual Property Organization, , ,

Production Method 12

119-56-2

948-54-9

Reaction Conditions

Reference

Substituted piperazines

, German Democratic Republic, , ,

Production Method 13

948-54-9

Reaction Conditions

Reference

Preparation of Atarax (hydroxyzine hydrochloride)

Yu, I-Ch'eng; Lui, Ch'uan-Ming; Lu, Chung-Lin, Yaoxue Xuebao, 1966, 13(7), 514-17

Production Method 14

119-56-2

948-54-9

134-85-0

Reaction Conditions

1.1 Reagents: Oxygen ,  Aluminum bromide (AlBr3), hexahydrate Solvents: 1,4-Dioxane ;  4 h, 70 °C

Reference

AlBr3·6H2O catalyzed oxidation of benzylic alcohols

Zhong, Yun-Mei; Ma, Heng-Chang; Wang, Jin-Xia; Jia, Xiao-Jie; Li, Wen-Feng; et al, Catalysis Science & Technology, 2011, 1(6), 927-931

1-(Bromophenylmethyl)-4-chlorobenzene Raw materials

• p-Chlorobenzylbenzene
• 4-Chlorobenzhydrol

1-(Bromophenylmethyl)-4-chlorobenzene Preparation Products

• 1-(Bromophenylmethyl)-4-chlorobenzene (948-54-9)
• 4-Chlorobenzophenone (134-85-0)

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• 866822-84-6(Benzene, 1,1',1''-(bromomethylidyne)tris[3-chloro-)
• 820971-87-7(Benzonitrile, 3-[bromo(4-chlorophenyl)methyl]-)
• 19714-76-2(1-Chloro-4-(1,3-dibromopropyl)benzene)
• 6306-46-3(Benzene,1,1'-(bromomethylene)bis[4-chloro-)
• 23135-16-2(1-Chloro-4-(1,2-dibromoethyl)benzene)
• 14804-61-6(1-(1-Bromoethyl)-4-chlorobenzene)
• 2940-56-9(1-(1-Bromopropyl)-4-chlorobenzene)
• 65130-47-4(1-(1-bromoethyl)-3-chlorobenzene)
• 187409-10-5(Benzene, 1-chloro-3-(1,2-dibromoethyl)-)
• 61023-86-7(Benzene, 1-[bromo(4-chlorophenyl)methyl]-2-chloro-)