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

HRID 36585

反応式

HRID 36585 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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-toluene sulfonate (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%).

出典と根拠

ORDレコード
ord-cada9db6ab594c27a31aff0a721ade6b
出典データセット
uspto-grants-1995_05
特許番号
US05416076

関連ノート

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