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

HRID 1032661

반응식

HRID 1032661 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-71f608b9bd8e4b1fa222a5439dd487ac
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04959360

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