tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate Chemical Properties

Melting point:

108-110°C

Boiling point:

437.0±38.0 °C(Predicted)

Density 

1.278±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Soluble in chloroform, ethyl acetate, and DMSO.

form 

Solid

color 

White to Pale Yellow

CAS DataBase Reference

114772-40-6(CAS DataBase Reference)

Safety Information

Risk Statements 

43-53

Safety Statements 

22-24-37-61

HS Code 

29163990

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate Usage And Synthesis

Chemical Properties

Solid

Uses

1,1-Dimethylethyl Esterbiphenyl is used in the preparation of angiotensin II receptor antagonists.

Uses

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate is a biphenyl derivative used in the preparation of angiotensin II receptor antagonists. T017000

Synthesis

The general procedure for the synthesis of tert-butyl 4'-bromomethylbiphenyl-2-carboxylate from tert-butyl 4'-methyl-[1,1'-biphenyl]-2-carboxylate was as follows: in a 1200-liter enameled stirring apparatus, 268.0 kg of tert-butyl 4'-methyl-[1,1'-biphenyl]-2-carboxylate, 157.3 kg of N-bromosuccinimide (DDH), 1.6 kg of azo diisobutyronitrile (AIBN), and 572 liters of methyl acetate. The mixture was heated to 60 °C until the solution became almost colorless. Subsequently, 458 liters of solvent were distilled at atmospheric pressure, followed by the addition of 530 liters of isopropanol, 148 liters of water and 16.4 kg of anhydrous sodium acetate. The resulting mixture was cooled to 15 °C to 25 °C and stirring was continued for 1 hour. The precipitated product was separated by centrifugation, washed with a mixture of 530 liters of acetone and 148 liters of water and finally dried. 295 kg of tert-butyl 4'-bromomethylbiphenyl-2-carboxylate was obtained in a yield of 85% of the theoretical value.

References

[1] Patent: US2002/95042, 2002, A1
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 7, p. 897 - 906
[3] Patent: US2002/95042, 2002, A1
[4] Patent: US2002/95042, 2002, A1
[5] Patent: WO2013/78237, 2013, A1. Location in patent: Page/Page column 78

tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate(114772-40-6)Related Product Information

• FIREMASTER BP-6
• 4-Bromomethylbenzoic acid
• tert-Butyl peroxyacetate
• 2-Bromobiphenyl
• RESMETHRIN
• BUTYL OLEATE
• Cyhalofop-butyl
• Diphenic acid
• Biphenyl-4,4'-dicarboxylic acid
• tert-Butyl acetate
• Biphenyl
• Butyl acetate
• Buprofezin
• Methyl 4'-bromomethyl biphenyl-2-carboxylate
• Tris(trimethylsilyl)phosphate
• tert-Butanol
• Butyl acrylate
• Decabromodiphenyl oxide