Methanol → Methyl 2-methyl-3-(methylthio)propionate

HRID 1659323ノート

反応式

HRID 1659323 の反応式
[CH3:1][CH:2]([CH2:7][SH:8])[C:3]([O:5][CH3:6])=[O:4].CO.F[C:12](F)(F)COP(OCC(F)(F)F)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.O>ClCCl>[CH3:6][O:5][C:3](=[O:4])[CH:2]([CH3:1])[CH2:7][S:8][CH3:12]

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 49964Triphenylbis(2,2,2-trifluoroethoxy)phosphoraneHCID 107231Methyl 2-methyl-3-mercaptopropionate

生成物 1

HCID 3018979Methyl 2-methyl-3-(methylthio)propionate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of methyl 2-methyl-3-mercaptoproponate (1.34 g, 10 mmol) and methanol (0.42 g, 10 mmole) is added to a mixture of bis(2,2,2-trifluoroethoxy)triphenylphosphorane (11 mmole) [prepared in situ from triphenylphosphine (12 mmole) and sodium 2,2,2-trifluoroethoxide (24 mmole) in dry diethyl ether (20 ml)] in dichloromethane (20 ml). After 20 hours stirring at room temperature the mixture is poured into water and extracted with ether. The ether extract is washed with 5% aqueous sodium hydroxide and dried over magnesium sulfate. The solution is evaporated, solids removed byy filtration and the oily residue purified by vacuum distillation yielding methyl-3-methylthio-2-methylpropanoate.

後処理

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. washis washed with 5% aqueous sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customThe solution is evaporated
  6. customsolids removed byy filtration
  7. distillationthe oily residue purified by vacuum distillation

出典と根拠

ORDレコード
ord-02111bb24ef04c5b9c338263c91d3583
出典データセット
uspto-grants-1981_12
特許番号
US04303662

反応ノート

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