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Toluene → 7,8-Dimethoxyoct-1-ene

HRID 1194299
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HRID 1194299 반응식
[H-].[Na+].[CH2:3]([OH:12])[CH:4](O)[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH2:10].[H][H].S([O:20][CH3:21])(OC)(=O)=O.[C:22]1(C)C=CC=CC=1>O.CO>[CH3:22][O:12][CH2:3][CH:4]([O:20][CH3:21])[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH2:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 1140Toluene2회HCID 6497Dimethyl SulfateHCID 24758Sodium hydrideHCID 5652667-Octene-1,2-diolHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 30225797,8-Dimethoxyoct-1-ene수율 81.3%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 962Water용매

실험 절차

198 g (6.6 mol) of sodium hydride (80% strength) and 500 g of toluene are introduced into a flask, and the mixture is heated to the reflux temperature. 432 g (3 mol) of 7-octene-1,2-diol, dissolved in 1,500 g of toluene, are then added over 3 hours, and the mixture is stirred at the reflux temperature until hydrogen evolution is complete. 830 g (6.6 mol) of dimethyl sulphate are added over 4 hours, and the mixture is stirred for a further 2 hours. After addition of 50 ml of methanol, 1,500 g of water are added in order to dissolve the precipitate. The phases are separated and the organic phase is distilled. 420 g of 1,2-dimethoxyoct-7-ene having a boiling point of 80° C./10 mbar, corresponding to a yield of 81% of theory) are obtained.

후처리

  1. temperaturethe mixture is heated to the reflux temperature
  2. additionare then added over 3 hours
  3. additionare added in order
  4. dissolutionto dissolve the precipitate
  5. customThe phases are separated
  6. distillationthe organic phase is distilled

출처 및 근거

ORD 기록
ord-0c0e81db04a646ebb1824739c0ef821f
출처 데이터셋
uspto-grants-1989_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04814322

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