Sodium Carbonate → 4'-Cyano-2'-methylbiphenyl-4-carboxylic acid

HRID 399272ノート

反応式

HRID 399272 の反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH3:10].B([C:14]1[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=1)(O)O.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.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>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)=[C:3]([CH3:10])[CH:4]=1)#[N:7]

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 3121834-Carboxyphenylboronic AcidHCID 27374944-Bromo-3-methylbenzonitrile

生成物 1

HCID 218337684'-Cyano-2'-methylbiphenyl-4-carboxylic acid収率 69%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

A stirred solution of 4-bromo-3-methylbenzonitrile (5.0 g, 0.026 mole) and 4-boronobenzoic acid (4.2 g, 0.026 mole) in a mixture of DME (100 ml) and water (100 ml) under argon was treated with sodium carbonate (11.6 g, 0.11 mole) and tetrakis (triphenylphosphine) palladium (O) (0.55 g) and heated under reflux for 20 h. The solution was concentrated in vacuo to approx. 100 ml volume, then washed with ethyl acetate and acidified with 5M HCl acid. The solid which was produced was filtered off, washed with water and dried in vacuo to afford the title compound as a white solid (4.16 g, 69%).

後処理

  1. temperatureheated
  2. temperatureunder reflux for 20 h
  3. concentrationThe solution was concentrated in vacuo to approx. 100 ml volume
  4. washwashed with ethyl acetate
  5. customThe solid which was produced
  6. filtrationwas filtered off
  7. washwashed with water
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-02e21a61651b48e7a6e4cbff0827a6cb
出典データセット
uspto-grants-1998_10
特許番号
US05817833

反応ノート

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