3,4-dihydro-2H-pyran → Ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate

HRID 1032915

반응식

HRID 1032915 반응식
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[F:7][C:8]([F:16])([CH2:14][OH:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>ClCCl>[F:7][C:8]([F:16])([CH2:14][O:15][CH:6]1[CH2:5][CH2:4][CH2:3][CH2:2][O:1]1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 2758828Ethyl 2,2-difluoro-3-hydroxypropanoate

생성물 1

HCID 54421599Ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Dihydropyrane (2 ml, 22 mmol) was added to a solution of ethyl 2,2-difluoro-3-hydroxypropionate (3.1 g, 20 mmol) and pyridinium p-toluenesulfonate (0.25 g, 1 mmol) in anhydrous dichloromethane (50 ml). The mixture was stirred overnight at room temperature and the desired compound ethyl 2,2-difluoro-3-tetrahydropyranyloxypropionate was obtained by flash chromatography on silica gel (ethyl acetate:hexane; 15:85) (4 g, 80%).

출처 및 근거

ORD 기록
ord-6694303881f24033bfeaae8dde2a776d
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05308837

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