1-Acetoxy-2-bromoethane → Ethyl 4'-(2-acetoxyethoxy)-3-bromobiphenyl-4-carboxylate

HRID 1158164Notes

Reaction equation

HRID 1158164 reaction equation
[Br:1]C1C=C(C2C=CC(C(OCC)=O)=CC=2)C=CC=1O.[H-].[Na+].C(OCCBr)(=O)C.[C:29]([O:32][CH2:33][CH2:34][O:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([O:50][CH2:51][CH3:52])=[O:49])=[CH:44][CH:43]=2)=[CH:38][C:37]=1Br)(=[O:31])[CH3:30]>>[C:29]([O:32][CH2:33][CH2:34][O:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[CH:47]=[CH:46][C:45]([C:48]([O:50][CH2:51][CH3:52])=[O:49])=[C:44]([Br:1])[CH:43]=2)=[CH:38][CH:37]=1)(=[O:31])[CH3:30]

Participants

5

Reactant 4

HCID 135641-Acetoxy-2-bromoethaneHCID 24758Sodium hydrideHCID 16657517Ethyl 3'-bromo-4'-hydroxybiphenyl-4-carboxylateHCID 66672003Ethyl 4'-(2-acetoxyethoxy)-3'-bromobiphenyl-4-carboxylate

Product 1

HCID 68643383Ethyl 4'-(2-acetoxyethoxy)-3-bromobiphenyl-4-carboxylateYield 95%

Procedure

In a manner similar to that of Example 6a, by reacting 2 g (6 mmol) of ethyl 3′-bromo-4′-hydroxybiphenyl-4-carboxylate with 320 mg (8 mmol) of 60% sodium hydride and 0.7 mL (7 mmol) 2-bromoethan-1-ol acetate, 2.2 g of ethyl 4′-(2-acetoxyethoxy)-3′-bromobiphenyl-4-carboxylate are obtained (yield=95%) in the form of a colorless oil.

Workup

  1. customare obtained (yield=95%) in the form of a colorless oil

Sources & evidence

ORD record
ord-2b8ca49e6b084eb59f26cbce2e2ab0ef
Source dataset
uspto-grants-2010_10
Patent number
US07807708B2

Reaction notes

Loading…