3-(Dimethylamino)phenol → [3-(3-Dimethylaminophenoxy)acetonylidene]triphenylphosphorane

HRID 2059035

反応式

HRID 2059035 の反応式
C([Li])CCC.[CH3:6][N:7]([CH3:15])[C:8]1[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=1.I[CH2:17][C:18](=[O:39])[CH:19]=[P:20]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CCCCCC.C(COC)OC.C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:6][N:7]([CH3:15])[C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[O:14][CH2:17][C:18](=[O:39])[CH:19]=[P:20]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

参加物

8

反応物 3

HCID 74213-(Dimethylamino)phenolHCID 205481513-Iodoacetonylidene-triphenylphosphoraneHCID 178418339Butyllithium

生成物 1

HCID 20548150[3-(3-Dimethylaminophenoxy)acetonylidene]triphenylphosphorane

試薬・触媒・溶媒 4

HCID 241Benzene溶媒HCID 1140Toluene溶媒HCID 8058Hexane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

n-Butyl-lithium (3.85 ml. of a 1.3 M solution in hexane) was added to a solution of 3-dimethylaminophenol (685 mg.) in dimethoxyethane (20 ml.) at -70° C. under an atmosphere of nitrogen. The solution was allowed to warm to room temperature, a solution of 3-iodoacetonylidene-triphenylphosphorane (2.22 g.) in benzene (100 ml.) was added, and the mixture was heated under reflux for 2 hours. The mixture was then diluted with toluene (100 ml.), washed with water (2×50 ml.) and dried, the solvents were evaporated and the residue was triturated with ether to give [3-(3-dimethylaminophenoxy)acetonylidene]triphenylphosphorane, m.p. 110°-115° C.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. washwashed with water (2×50 ml.)
  4. customdried
  5. customthe solvents were evaporated
  6. customthe residue was triturated with ether

出典と根拠

ORDレコード
ord-338b727fe3cd4a97a1a5cbb45796ada5
出典データセット
uspto-grants-1982_03
特許番号
US04321275

関連ノート

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