Potassium Phosphate, Tribasic → Methyl 2,6-dimethoxybiphenyl-4-carboxylate

HRID 1096976ノート

反応式

HRID 1096976 の反応式
Br[C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[O:14][CH3:15].[C:16]1(B(O)O)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>[N+](CCCC)(CCCC)(CCCC)CCCC.[Br-].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].CC#N>[CH3:15][O:14][C:3]1[CH:4]=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH:10]=[C:11]([O:12][CH3:13])[C:2]=1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

7

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 66827Phenylboronic AcidHCID 117713Methyl 4-bromo-3,5-dimethoxybenzoate

生成物 1

HCID 57930909Methyl 2,6-dimethoxybiphenyl-4-carboxylate

試薬・触媒・溶媒 3

HCID 74236Tetrabutylammonium Bromide触媒HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 6342Acetonitrile溶媒

実験手順

PdCl2(dppf) (14.8 g) was added to a CH3CN (900 mL) solution of methyl 4-bromo-3,5-dimethoxybenzoate (25.0 g), phenylboronic acid (22.2 g), Bu4NBr (5.86 g) and K3PO4 (77.2 g), and stirred under heat for 14 hours. This was filtered through Celite, and the filtrate was concentrated and purified through column chromatography to obtain the title compound as a colorless solid.

後処理

  1. temperatureunder heat for 14 hours
  2. filtrationThis was filtered through Celite
  3. concentrationthe filtrate was concentrated
  4. custompurified through column chromatography

出典と根拠

ORDレコード
ord-d3f5b8e3929b4e0d9c1c794ccf02fcd9
出典データセット
uspto-grants-2012_03
特許番号
US08138197B2

反応ノート

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