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Toluene → Dec-9-enyl 2-allyloxy-acetate

HRID 1368703
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HRID 1368703 반응식
[CH2:1]([O:4][CH2:5][C:6]([OH:8])=[O:7])[CH:2]=[CH2:3].C1(C)C=CC=CC=1.[CH2:16](O)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH2:25].C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[CH2:1]([O:4][CH2:5][C:6]([O:8][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH:17]=[CH2:16])=[O:7])[CH:2]=[CH2:3]
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참가 물질

6

반응물 4

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 256129-Decen-1-olHCID 109970062-(Prop-2-en-1-yloxy)acetic acid

생성물 1

HCID 18520721Dec-9-enyl 2-allyloxy-acetate수율 62%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

2.5 g of crude 2-allyloxyacetic acid are introduced into 40 ml of toluene, and 4.7 g (30 mmol) of 9-decen-1-ol and 0.38 g (2.0 mmol) of p-toluenesulfonic acid are added. The mixture is then heated with a water separator until visible amounts of water no longer separate out. The mixture is then cooled, and the organic phase is washed once with saturated NaHCO3 solution, dried over Na2SO4 and filtered, and the product is freed from the solvent. Flash chromatography (cyclohexane/EtOAc=20:1, Rf=0.29) gives 3.1 g (62%) of dec-9-enyl 2-allyloxy-acetate as a colorless oil.

후처리

  1. additionare added
  2. customno longer separate out
  3. temperatureThe mixture is then cooled
  4. washthe organic phase is washed once with saturated NaHCO3 solution
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-d2a71ead6cf243f39298699a76fa7ec4
출처 데이터셋
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06573391B1

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