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

HRID 399272노트

반응식

HRID 399272 반응식
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]

참가 물질

7

반응물 3

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

생성물 1

HCID 218337684'-Cyano-2'-methylbiphenyl-4-carboxylic acid수율 69%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 80711,2-Dimethoxyethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-02e21a61651b48e7a6e4cbff0827a6cb
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05817833

반응 노트

불러오는 중…