Acetic Anhydride → Hexahydrofuro[2,3-b]furan-3-yl acetate

HRID 78754

반응식

HRID 78754 반응식
[O:1]1[CH:5]2[O:6][CH2:7][CH2:8][CH:4]2[CH:3]([OH:9])[CH2:2]1.C(N(CC)CC)C.[C:17](OC(=O)C)(=[O:19])[CH3:18]>ClCCl>[C:17]([O:9][CH:3]1[CH:4]2[CH:5]([O:6][CH2:7][CH2:8]2)[O:1][CH2:2]1)(=[O:19])[CH3:18]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 9898832Hexahydrofuro(2,3-b)furan-3-ol

생성물 1

HCID 21869022Hexahydrofuro[2,3-b]furan-3-yl acetate수율 87.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
5 °C

실험 절차

Hexahydrofuro[2,3-b]furan-3-ol (25 g) was dissolved in dichloromethane (250 ml) and added triethylamine (23.3 g). N,N-dimethylaminopyridine (0.46 g) was added to the reaction mass. Reaction mass was cooled to 0-10° C. Acetic anhydride (21.5 g) was diluted with dichloromethane (50 ml) & added slowly drop-wise to the reaction mass. Reaction mass was stirred at 0-5° C. till completion. Reaction mass was washed with water (2×100 ml) & 10% Sodium chloride solution (100 ml). Reaction mass was concentrated under vacuum at <40° C. to get residue of Hexahydrofuro[2,3-b]furan-3-yl acetate (yield 29 g). Further, the product was purified by distillation (20 g) under vacuum using fractional distillation at 88-102° C. to get main fraction 17 g having purity 92.6%

후처리

  1. customReaction mass
  2. additionadded slowly
  3. customReaction mass
  4. customReaction mass
  5. washwas washed with water (2×100 ml) & 10% Sodium chloride solution (100 ml)
  6. customReaction mass
  7. concentrationwas concentrated under vacuum at <40° C.

출처 및 근거

ORD 기록
ord-a7dd7ca8078f4adcb4feb2a925d82b30
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841467B2

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