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Vinyl Acetate → (R)-methyl 9-hydroxy-10-undecenate

HRID 395933
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인쇄 미리보기

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HRID 395933 반응식
[OH:1][CH:2]([CH:14]=[CH2:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].C(OC=C)(=O)C>CCCCC>[OH:1][C@@H:2]([CH:14]=[CH2:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11]
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참가 물질

4

반응물 2

HCID 7904Vinyl AcetateHCID 11127632Methyl 9-hydroxy-10-undecenate

생성물 1

HCID 11736036(R)-methyl 9-hydroxy-10-undecenate수율 33.6%

시약·촉매·용매 1

HCID 8003Pentane용매

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온도
30 °C

실험 절차

To a solution of methyl 9-hydroxy-10-undecenate (509 mg) in pentane (12 ml) was added vinyl acetate (1.097 ml) and Lipase PS (AMANO SEIYAKU Co., Ltd.) (238 mg) and then shaken for 62 hours at 30° C. The reaction mixture was filtrated and the filtrate was poured into ethyl acetate, washed with saturated brine, dried over magnesium sulfate anhydride, and then evaporated under reduced pressure. The resulting product was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to give (R)-methyl 9-hydroxy-10-undecenate (168 mg, 33.6%).

후처리

  1. filtrationThe reaction mixture was filtrated
  2. additionthe filtrate was poured into ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over magnesium sulfate anhydride
  5. customevaporated under reduced pressure
  6. customThe resulting product was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-d0bcbfe630c7420a8f484445f1ca8537
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06605741B2

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