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

HRID 1605143노트

반응식

HRID 1605143 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-27ec5519239540e290da6461f26c43f7
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03948996

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