Diethyl Ether → 3-Allyl-4-hydroxybenzonitrile

HRID 861429노트

반응식

HRID 861429 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([O:9]CC=C)=[CH:5][CH:4]=1)#[N:2].C(OCC)C.[C:18]1(OC2C=CC=CC=2)[CH:23]=CC=C[CH:19]=1>>[CH2:23]([C:5]1[CH:4]=[C:3]([C:1]#[N:2])[CH:8]=[CH:7][C:6]=1[OH:9])[CH:18]=[CH2:19]

참가 물질

4

반응물 3

HCID 3283Diethyl EtherHCID 7583Diphenyl EtherHCID 2579494-(Allyloxy)benzonitrile

생성물 1

HCID 2584423-Allyl-4-hydroxybenzonitrile

실험 절차

A solution of allyl 4-cyanophenyl ether (12 g) in diphenylether (20 ml) was heated at 260° C. for 30 minutes. The reaction mixture was cooled to ambient temperature, diethyl ether was added and the mixture was extracted with 1M aqueous sodium hydroxide solution. The aqueous phase was separated, acidified with 2M aqueous hydrochloric acid solution and extracted with diethyl ether. The organic phase was separated, dried (MgSO4) and evaporated to give 2-allyl-4-cyanophenol as a solid (11.4 g), m.p. 70° C.; microanalysis, found: C, 73.7; H, 5.6; N, 9.2%; C10H9NO. 0.25H2O requires: C, 73.4; H, 5.8; N, 8.6%; NMR: 3.2-3.5(2H,d), 5.0-5.1(2H,m), 5.85-6.05(1H,m), 6.9-7.0(1H,d), 7.4-7.5(2H,m) and 10.6(1H,s).

후처리

  1. extractionthe mixture was extracted with 1M aqueous sodium hydroxide solution
  2. customThe aqueous phase was separated
  3. extractionextracted with diethyl ether
  4. customThe organic phase was separated
  5. dry with materialdried (MgSO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-5be61e901c624ed4a108547e93971aaa
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05714496

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