Acetone → HCID 58636773, 화합물

반응식

S(=O)(=O)(O)O.[CH:6]1([C:9]2[N:14]=[C:13]([CH3:15])[C:12]([OH:16])=[C:11]([CH2:17][OH:18])[C:10]=2[CH2:19][OH:20])[CH2:8][CH2:7]1.[OH-].[Na+].[CH3:23][C:24]([CH3:26])=O>>[CH:6]1([C:9]2[C:10]([CH2:19][OH:20])=[C:11]3[CH2:17][O:18][C:24]([CH3:26])([CH3:23])[O:16][C:12]3=[C:13]([CH3:15])[N:14]=2)[CH2:7][CH2:8]1

참가 물질

반응물 4

HCID 180Acetone

HCID 1118Sulfuric Acid

HCID 14798Sodium Hydroxide

HCID 58636747HCID 58636747, 화합물

생성물 1

HCID 58636773HCID 58636773, 화합물수율 44%

실험 절차

Sulfuric acid (18.71 g, 0.1908 mole, 10 ml) was added to a solution of 6-cyclopropyl-4,5-bis-hydroxymethyl-2-methyl-pyridin-3-ol (166) (10.0 g, 47.7 mmol) in anhydrous acetone (60 mL) at 0° C. The reaction mixture was slowly warmed to room temperature and stirred overnight, poured into a cold solution of aqueous sodium hydroxide (excess) and the crude product was extracted with chloroform and dried over anhydrous magnesium sulfate. Evaporation of the solvent gave a crude residue, which was purified on a silica gel column using a mixture of ethyl acetate hexane (2:8) as eluant to give (6-cyclopropyl-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)-methanol (167) (5.2 g, 44% yield) as a brown liquid.