Diethyl Ether → Phenoxyacetylmethyltriphenylphosphonium Chloride

HRID 372069노트

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HRID 372069 반응식
[Cl:1][CH2:2][C:3]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OCC)C>C(Cl)(Cl)Cl>[Cl-:1].[O:4]=[C:3]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:2][P+:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 11776TriphenylphosphineHCID 116224561-Chloro-3-phenoxypropan-2-one

생성물 1

HCID 20516787Phenoxyacetylmethyltriphenylphosphonium Chloride수율 62.9%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 1-chloro-3-phenoxyacetone (6.8 g.) and triphenylphosphine (12 g.) in chloroform (16 ml.) was saturated with nitrogen and heated at reflux under nitrogen overnight. An excess of dry diethyl ether was added, and then the solvents were decanted from the gum that separated. The remaining solvent was removed in vacuo to give crude 2-oxo-3-phenoxypropyltriphenylphosphonium chloride (10.35 g.). This was stirred vigorously with a solution of sodium carbonate (18 g.) in water (180 ml.) for 24 hours. The solution was extracted with diethyl ether and the ethereal extracts dried over sodium sulphate. The solvent was removed by evaporation to give phenoxyacetylmethylenetriphenylphosphorane (5.3 g.), a sticky solid.

후처리

  1. temperatureheated
  2. temperatureat reflux under nitrogen overnight
  3. customthe solvents were decanted from the gum
  4. customthat separated
  5. customThe remaining solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-cd4334fe59b44f9595ffa1a47a517bdc
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04088695

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