Diethyl chlorophosphate → Diethyl [[(diethylamino)sulfonyl]methyl]-phosphonate

HRID 1032661

反応式

HRID 1032661 の反応式
[CH2:1]([N:3]([CH2:8][CH3:9])[S:4]([CH3:7])(=[O:6])=[O:5])[CH3:2].C([Li])CCC.[P:15](Cl)([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])=[O:16]>O1CCCC1.CCCCCC>[CH2:1]([N:3]([CH2:8][CH3:9])[S:4]([CH2:7][P:15](=[O:16])([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])(=[O:6])=[O:5])[CH3:2]

参加物

6

反応物 3

HCID 13139Diethyl chlorophosphateHCID 75411N,N-DiethylmethanesulphonamideHCID 178418339Butyllithium

生成物 1

HCID 54450901Diethyl [[(diethylamino)sulfonyl]methyl]-phosphonate

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒

実験手順

A solution of N,N diethyl methanesulfonamide (4.7 g) in tetrahydrofuran (50 ml) was stirred at 20° C and treated with butyllithium in hexane (2.6 N, 27.9 ml) and diethyl chlorophosphate (5.2 ml). The cooling bath was removed and the mixture was stirred for 1.5 hours and poured onto ice. The resulting mixture was saturated with sodium bicarbonate, extracted with methylene chloride and the organic phase was washed with water, dried with sodium sulfate and magnesium sulfate, filtered and concentrated in vacuo to give diethyl [[(diethylamino)sulfonyl]methyl]-phosphonate.

後処理

  1. customThe cooling bath was removed
  2. additionpoured onto ice
  3. extractionextracted with methylene chloride
  4. washthe organic phase was washed with water
  5. dry with materialdried with sodium sulfate and magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-71f608b9bd8e4b1fa222a5439dd487ac
出典データセット
uspto-grants-1990_09
特許番号
US04959360

関連ノート

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