m-Chloroperbenzoic acid → Diethyl(benzylsulfinylmethyl)phosphonate

HRID 65981ノート

反応式

HRID 65981 の反応式
[CH2:1]([S:8][CH2:9][P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:23]>C(Cl)Cl>[CH2:1]([S:8]([CH2:9][P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[O:23])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 12536437Diethyl(benzylthiomethyl)phosphonate

生成物 1

HCID 23420192Diethyl(benzylsulfinylmethyl)phosphonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of diethyl (benzylthiomethyl)phosphonate (10 g., 0.036 mole) in 75 ml. of methylene chloride was, with ice-bath cooling, treated with 7.29 g. (0.036 mole) of m-chloroperoxybenzoic acid portionwise. After the addition was complete, the mixture was stirred for 1 hour at ambient temperature, filtered to remove precipitate, and the filtrate concentated in vacuo. The residue was chromatographed on silica gel by eluting the column with ethyl acetate which gave 5.9 g. of the title compound.

後処理

  1. temperaturecooling
  2. additiontreated with 7.29 g
  3. additionAfter the addition
  4. filtrationfiltered
  5. customto remove precipitate
  6. customThe residue was chromatographed on silica gel
  7. washby eluting the column with ethyl acetate which
  8. customgave 5.9 g

出典と根拠

ORDレコード
ord-5e85e5d5da154898abda42a01b69379b
出典データセット
uspto-grants-1978_12
特許番号
US04129728

反応ノート

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