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

HRID 1706874ノート

反応式

HRID 1706874 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a3983915c1941059db83f283768714a
出典データセット
uspto-grants-1980_06
特許番号
US04209512

反応ノート

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