Dimethylformamide → 3-[(2,2,3,3,4,4,4-Heptafluorobutoxy)methyl]-3-methyloxetane

반응식

[H-].[Na+].[F:3][C:4]([F:14])([C:7]([F:13])([F:12])[C:8]([F:11])([F:10])[F:9])[CH2:5][OH:6].[OH:15][CH2:16][C:17]1[CH:18]=C(C)C=C[C:22]=1S([O-])(=O)=O.[CH3:28]N(C)C=O>>[F:3][C:4]([F:14])([C:7]([F:12])([F:13])[C:8]([F:9])([F:10])[F:11])[CH2:5][O:6][CH2:22][C:17]1([CH3:18])[CH2:28][O:15][CH2:16]1

참가 물질

반응물 4

HCID 6228Dimethylformamide2회

HCID 9776Heptafluorobutanol

HCID 24758Sodium hydride

HCID 22906193HCID 22906193, 화합물

생성물 1

HCID 220152663-[(2,2,3,3,4,4,4-Heptafluorobutoxy)methyl]-3-methyloxetane

실험 절차

A 50 weight percent dispersion of sodium hydride 6.1 grams (127 mmol) in mineral oil, was washed twice with hexanes and was suspended in 60 milliliters of dimethyl formamide. Then 24.0 grams (120 mmol) of 2,2,3,3,4,4,4-heptafluorobutan-1-ol was added and mixture was stirred for 45 minutes. A solution of 25.0 grams (97.5 mmol) of 3-hydroxymethyl-p-toluenesulfonate in 15 milliliters of dimethyl formamide was added and the mixture was heated at 75°-85° C. for 30 hours when 1HNMR analysis of an aliquot showed that the starting sulfonate had been consumed.