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

HRID 1678485ノート

反応式

HRID 1678485 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6977cb31729b42ff827e4ed78aace1e2
出典データセット
uspto-grants-2011_08
特許番号
US08008303B2

反応ノート

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