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

HRID 1460992
ノート
印刷プレビュー

反応式

HRID 1460992 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 77264-ChlorobenzaldehydeHCID 3780918Diethylphosphite

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b056500e66a74f749934260fb037bea6
出典データセット
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05073564

反応ノート

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