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5-Acetoxymethyl-2-furaldehyde → (5-(Difluoromethyl)furan-2-yl)methyl acetate

HRID 1742670
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HRID 1742670 반응식
[F-:1].[F-:2].[F-].C(N(SN(CC)CC)CC)C.[C:15]([O:18][CH2:19][C:20]1[O:24][C:23]([CH:25]=O)=[CH:22][CH:21]=1)(=[O:17])[CH3:16].C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:15]([O:18][CH2:19][C:20]1[O:24][C:23]([CH:25]([F:2])[F:1])=[CH:22][CH:21]=1)(=[O:17])[CH3:16]
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참가 물질

5

반응물 3

HCID 663495-Acetoxymethyl-2-furaldehydeHCID 516892Sodium BicarbonateHCID 86605672Diethylaminosulfide trifluoride

생성물 1

HCID 53728052(5-(Difluoromethyl)furan-2-yl)methyl acetate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
20 °C

실험 절차

A solution containing 7.26 cm3 of DAST (diethylamino sulphide trifluoride) and 30 cm3 of methylene chloride is added at 5° C. to a solution containing 10 g of the product prepared in Stage A and 100 cm3 of methylene chloride. The reaction mixture is agitated at 20° C. for half an hour and is taken to reflux for 1 hour. It is maintained under agitation for 18 hours at 20° C. and taken to reflux for 3 hours, then treated with sodium acid carbonate and extracted with methylene chloride. After drying and concentrating, 12 g of a product is obtained which is chromatographed on silica eluting with a hexane--ethyl acetate mixture (8-2). In this way 5.5 g of desired product is obtained.

후처리

  1. additionis added at 5° C. to a solution
  2. temperatureto reflux for 1 hour
  3. temperatureIt is maintained under agitation for 18 hours at 20° C.
  4. temperatureto reflux for 3 hours
  5. extractionextracted with methylene chloride
  6. customAfter drying
  7. concentrationconcentrating

출처 및 근거

ORD 기록
ord-5df6aa9b0e414827bfaf4f67c3520eee
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05340835

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