Dimethylformamide → Ethyl 7-methylthio-3,7,11-trimethyldodeca-2,4-dienoate

HRID 1605143ノート

反応式

HRID 1605143 の反応式
[O-][CH2:2]C.[Na+].[CH2:5]([O:7][C:8]([CH:10]=[C:11]([CH3:21])[CH2:12]P(=O)(OCC)OCC)=[O:9])[CH3:6].[CH3:22][S:23][C:24]([CH3:34])([CH3:33])[CH2:25][CH2:26][CH2:27][CH:28]([CH3:32])[CH2:29]C=O.CN(C)C=O>O>[CH3:22][S:23][C:24]([CH3:33])([CH2:25][CH2:26][CH2:27][CH:28]([CH3:29])[CH3:32])[CH2:34][CH:2]=[CH:12][C:11]([CH3:21])=[CH:10][C:8]([O:7][CH2:5][CH3:6])=[O:9]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 2723922Sodium ethoxideHCID 2773818Ethyl 4-(diethoxyphosphoryl)-3-methylcrotonateHCID 215493787-Methylthio-3,7-dimethyloctan-1-al

生成物 1

HCID 54030089Ethyl 7-methylthio-3,7,11-trimethyldodeca-2,4-dienoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium ethoxide (490 mg.) is added, during about 10 minutes and under nitrogen, to a stirred solution of diethyl 3-ethoxycarbonyl-2-methylprop-2-enylphosphonate (1.93 g.) and 7-methylthio-3,7-dimethyloctan-1-al (1.35 g.) in 20 ml. of dimethylformamide, cooled to 0°. The reaction mixture is stirred at room temperature for about 16 hours and then is diluted with water and extracted with ether. The ethereal extracts are washed with brine, dried over calcium sulfate and evaporated to yield ethyl 7-methylthio-3,7,11-trimethyldodeca-2,4-dienoate, predominantly the trans, trans isomer, which can be purified by chromatography or distillation.

後処理

  1. extractionextracted with ether
  2. washThe ethereal extracts are washed with brine
  3. dry with materialdried over calcium sulfate
  4. customevaporated

出典と根拠

ORDレコード
ord-27ec5519239540e290da6461f26c43f7
出典データセット
uspto-grants-1976_04
特許番号
US03948996

反応ノート

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