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4-Chlorobenzaldehyde → Diethyl P-((4-chlorophenyl)hydroxymethyl)phosphonate

HRID 1460992
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인쇄 미리보기

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HRID 1460992 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[P:10]([O-:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]([P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])[OH:7])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 77264-ChlorobenzaldehydeHCID 3780918Diethylphosphite

생성물 1

HCID 89363Diethyl P-((4-chlorophenyl)hydroxymethyl)phosphonate수율 99.1%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Under a nitrogen atmosphere a solution of 20.0 grams (0.143 mole) of 4-chlorobenzaldehyde and 19.7 grams (0.142 mole) of diethyl phosphite was stirred at ambient temperature for 4 days. Gas chromatographic analysis of the reaction mixture indicated the reaction had not gone to completion. Ten ml of triethylamine was added, and the reaction mixture was stirred at ambient temperature for an additional 4 days. Gas chromatographic analysis of the reaction mixture indicated the reaction mixture still had not gone to completion. The reaction mixture was warmed to 40°-50° C. where it was stirred for 24 hours. After this time the reaction mixture was concentrated under reduced pressure, yielding 39.2 grams of diethyl (4-chlorophenyl)hydroxymethylphosphonate.

후처리

  1. temperatureThe reaction mixture was warmed to 40°-50° C. where it
  2. stirringwas stirred for 24 hours
  3. concentrationAfter this time the reaction mixture was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b056500e66a74f749934260fb037bea6
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05073564

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