Benzene → O,O-diethyl S-[alpha-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioate

HRID 1706874노트

반응식

HRID 1706874 반응식
Cl[CH:2]([N:9]1[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])[O:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[P:16]([S-:24])([O:21][CH2:22][CH3:23])([O:18][CH2:19][CH3:20])=[S:17].[K+].C1C=CC=CC=1>CC(C)=O>[P:16]([S:24][CH:2]([N:9]1[C:13](=[O:14])[CH:12]=[C:11]([CH3:15])[O:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)(=[S:17])([O:21][CH2:22][CH3:23])[O:18][CH2:19][CH3:20]

참가 물질

5

반응물 3

HCID 241BenzeneHCID 11481509Potassium diethyl dithiophosphateHCID 203329272-(alpha-Chlorobenzyl)-5-methyl-4-isoxazolin-3-one

생성물 1

HCID 20332900O,O-diethyl S-[alpha-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioate수율 62.2%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 1.12 g of 2-(α-chlorobenzyl)-5-methyl-4-isoxazolin-3-one in 15 ml of acetone were added 1.12 g of potassium O,O-diethyl dithiophosphate, and the mixture was then shaken for several minutes. After this, 20 ml of benzene were added to the reaction mixture and then most of the acetone was distilled off. After filtering the solution, the solvent was distilled from the filtrate and the remaining yellowish-brown oil was purified by column chromatography through silica gel eluted with a 20:1 by volume mixture of benzene and acetone. There were obtained 1.16 g (62.0% of theory) of O,O-diethyl S-[α-(5-methyl-3-oxo-4-isoxazolin-2-yl)benzyl] phosphorodithioate, in the form of a pale yellow oil, n23D =1.5697.

후처리

  1. distillationmost of the acetone was distilled off
  2. filtrationAfter filtering the solution
  3. distillationthe solvent was distilled from the filtrate
  4. customthe remaining yellowish-brown oil was purified by column chromatography through silica gel
  5. washeluted with a 20:1 by volume mixture of benzene and acetone

출처 및 근거

ORD 기록
ord-1a3983915c1941059db83f283768714a
출처 데이터셋
uspto-grants-1980_06
특허 번호
US04209512

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