Water → 4-tert-Butyl 4'-methyl 2,6-diethoxybiphenyl-4,4'-dicarboxylate

HRID 38482

反応式

HRID 38482 の反応式
O.[CH3:2][O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9](B(O)O)=[CH:8][CH:7]=1)=[O:5].Br[C:16]1[C:28]([O:29][CH2:30][CH3:31])=[CH:27][C:19]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[CH:18][C:17]=1[O:32][CH2:33][CH3:34].[O-]P([O-])([O-])=O.[K+].[K+].[K+]>COCCOC.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH2:33]([O:32][C:17]1[CH:18]=[C:19]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:27]=[C:28]([O:29][CH2:30][CH3:31])[C:16]=1[C:9]1[CH:10]=[CH:11][C:6]([C:4]([O:3][CH3:2])=[O:5])=[CH:7][CH:8]=1)[CH3:34]

参加物

7

反応物 4

HCID 962WaterHCID 62657Potassium Phosphate, TribasicHCID 27343694-Methoxycarbonylphenylboronic acidHCID 57930980Tert-butyl 4-bromo-3,5-diethoxybenzoate

生成物 1

HCID 670555564-tert-Butyl 4'-methyl 2,6-diethoxybiphenyl-4,4'-dicarboxylate

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
100 °C

実験手順

H2O (261 mg, 14.48 mmol) was added to a stirred mixture of PdCl2(dppf) (106 mg, 0.145 mmol), [4-(methoxycarbonyl)phenyl]boronic acid (626 mg, 3.48 mmol), tert-butyl 4-bromo-3,5-diethoxybenzoate (1.00 g, 2.90 mmol) and K3PO4 (1.23 g, 5.79 mmol) in DME (8 ml) and the mixture was stirred at 100° C. overnight. The reaction mixture was filtered through celite pad, the filtrate was concentrated under reduced pressure. The residue was purified by silicage column chromatography (hexane/EtOAc) to give intended compound as a colorless solid.

後処理

  1. filtrationThe reaction mixture was filtered through celite pad
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silicage column chromatography (hexane/EtOAc)
  4. customto give

出典と根拠

ORDレコード
ord-b276a56e587f4d9d87a49145d9afba45
出典データセット
uspto-grants-2013_09
特許番号
US08524730B2

関連ノート

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