| Identification | More | [Name]
tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate | [CAS]
114772-40-6 | [Synonyms]
4'-BROMOMETHYL-BIPHENYL-2-CARBOXYLIC ACID TERT-BUTYL ESTER
TERT-BUTYL 4'-(BROMOMETHYL)BIPHENYL-2-CARBOXYLATE
4-BROMOMETHYL BIPHENYL-2-CARBOXYLATE-t-BUTYL ESTER
Tert-Butyl-4'-Bromometilbiphenil-2-Carboxilate
tert-Butyl 4'-bromomethyl-2-biphenylcarboxylate
alpha-Bromo-2-(p-tolyl)benzoicacidtert-butylester
Tert-Buthyl
4'-BROMOMETHYLBIPHENYL-2-CARBOXYLIC
tert-Butyl 4'-bromomethyl-2-biphenylcarboxylate | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C18H19BrO2 | [MDL Number]
MFCD06657561 | [Molecular Weight]
347.25 | [MOL File]
114772-40-6.mol |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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