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

HRID 1505576

반응식

HRID 1505576 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].O>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

6

반응물 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 9898832Hexahydrofuro(2,3-b)furan-3-ol

생성물 1

HCID 21869022Hexahydrofuro[2,3-b]furan-3-yl acetate수율 90.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
2.5 °C

실험 절차

Hexahydrofuro[2,3-b]furan-3-ol (IV, 60 g) was dissolved in dichloromethane (300 mL) and cooled to 0-5° C. To the cooled solution triethylamine (58.2 g), N,N-dimethylaminopyridine (1.12 g) was added, acetic anhydride (56.5 g) was added for 30-60 minutes at the same temperature, the mass temperature was raised to 25-35° C. and stirred for 2-4 hours. After completion of reaction the mass was cooled to 10-20° C., water (120 mL) was added, stirred for 30 minutes, separated the organic layer, washed with 10% sodium chloride solution (120 mL) and distilled out dichloromethane to get title compound (yield 72 g). Further, the product was purified by fractional distillation to get pure Hexahydrofuro[2,3-b]furan-3-yl acetate III (yield 54 g).

후처리

  1. temperaturethe mass temperature was raised to 25-35° C.
  2. customAfter completion of reaction the mass
  3. temperaturewas cooled to 10-20° C.
  4. stirringstirred for 30 minutes
  5. customseparated the organic layer
  6. washwashed with 10% sodium chloride solution (120 mL)
  7. distillationdistilled out dichloromethane

출처 및 근거

ORD 기록
ord-cca1ab0112f444b48d561ee32f866e66
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216990B2

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