Cesium carbonate → 2'-Chloro-5'-nitro-biphenyl-4-carboxylic acid ethyl ester

HRID 1678485노트

반응식

HRID 1678485 반응식
Br[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[Cl:11].[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20](B(O)O)=[CH:19][CH:18]=1)=[O:16])[CH3:13].C(=O)([O-])[O-].[Cs+].[Cs+]>COCCOC>[CH2:12]([O:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:2]2[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=2[Cl:11])=[CH:19][CH:18]=1)=[O:16])[CH3:13]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 27343504-Ethoxycarbonylphenylboronic acidHCID 27355492-Bromo-1-chloro-4-nitrobenzene

생성물 1

HCID 598223932'-Chloro-5'-nitro-biphenyl-4-carboxylic acid ethyl ester수율 93.2%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A mixture of 2-bromo-1-chloro-4-nitro-benzene (2.5 g), 4-ethoxycarbonyl-phenyl boronic acid (2.05 g), cesium carbonate (3.44 g) and tetrakis(triphenylphosphine)palladium0 (catalytic quantity), in 1:2 aqueous DME (45 ml) was heated to reflux for 18 h. The mixture was then cooled and partitioned between water and ethyl acetate. The dried extracts were evaporated to give the product as a white solid (3.01 g). This material was used in the next stage without further purification.

후처리

  1. temperatureto reflux for 18 h
  2. temperatureThe mixture was then cooled
  3. custompartitioned between water and ethyl acetate
  4. customThe dried extracts were evaporated

출처 및 근거

ORD 기록
ord-6977cb31729b42ff827e4ed78aace1e2
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008303B2

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