Sodium Chloride → 2-Fluoro-6-(4-hydroxyphenyl)-3-octyloxypyridine

반응식

C([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]([F:17])[C:14]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:13][CH:12]=2)=[C:7](O[SiH](C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=1)(C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Cl-].[Na+].[O:61]1CCCC1>>[F:17][C:15]1[C:14]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:13][CH:12]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([OH:61])=[CH:6][CH:7]=2)[N:16]=1

참가 물질

반응물 4

HCID 5234Sodium Chloride

HCID 8028Tetrahydrofuran2회

HCID 2724141Tetrabutylammonium Fluoride

HCID 178443704HCID 178443704, 화합물

생성물 1

HCID 1357947772-Fluoro-6-(4-hydroxyphenyl)-3-octyloxypyridine

실험 절차

4.30 g (8.00 mmol) of 6-(4-tert.-butyldiphenylsilyloxyphenyl)-2-fluoro-3-octyloxypyridine are stirred in 16 ml of a 1-molar tetrabutylammonium fluoride solution in tetrahydrofuran and 50 ml of tetrahydrofuran at room temperature for 2 hours. Sodium chloride solution is then added, the resulting mixture is extracted with ether, the ether phase is washed with sodium chloride solution, dried over sodium sulfate, evaporated to dryness, and the residue is purified by chromatography (silica gel, 8:2 hexane/ethyl acetate), giving 2.16 g of 2-fluoro-6-(4-hydroxyphenyl)-3-octyloxypyridine. ##STR47##