Potassium Carbonate → Ethyl 4''-chloro-2''-[(phenylmethyl)oxy]-1,1':2',1''-terphenyl-2-carboxylate

HRID 269590ノート

反応式

HRID 269590 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[C:22]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>CCOCC.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[C:3]([C:8]3[C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][CH:11]=[CH:12][CH:13]=3)=[CH:4][CH:5]=[CH:6][CH:7]=2)=[C:22]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:21]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 69309506Ethyl 2'-bromo-2-biphenylcarboxylateHCID 69314921(2-(Benzyloxy)-4-chlorophenyl)boronic acid

生成物 1

HCID 58730979Ethyl 4''-chloro-2''-[(phenylmethyl)oxy]-1,1':2',1''-terphenyl-2-carboxylate収率 47%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 21584184Diethylether water溶媒

反応条件

温度
90 °C

実験手順

A mixture of ethyl 2′-bromo-2-biphenylcarboxylate (153 mg, 0.5 mmol), {4-chloro-2-[(phenylmethyl)oxy]phenyl}boronic acid (144 mg, 0.55 mmol), potassium carbonate (552 mg, 4 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) was stirred and heated at 90° C. under nitrogen for 18 hours. After cooling the mixture was diluted with ether/water and the organic phase dried (magnesium sulphate), evaporated and chromatographed on silica eluting with ethyl acetate/iso-hexane (1:19) to give 104 mg of colourless gum.

後処理

  1. temperatureAfter cooling the mixture
  2. dry with materialthe organic phase dried (magnesium sulphate)
  3. customevaporated
  4. customchromatographed on silica eluting with ethyl acetate/iso-hexane (1:19)

出典と根拠

ORDレコード
ord-15bf3bb09d18422f822d7c9eac780b29
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

反応ノート

読み込み中…