Diethyl Ether → 3-Allyl-4-hydroxybenzonitrile

HRID 861429ノート

反応式

HRID 861429 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 2584423-Allyl-4-hydroxybenzonitrile

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5be61e901c624ed4a108547e93971aaa
出典データセット
uspto-grants-1998_02
特許番号
US05714496

反応ノート

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