Sodium Nitrite → HCID 178494995, compound

Reaction equation

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

Participants

Procedure

To an aqueous solution (20 ml) of sodium nitrite (2.20 g) was added dropwise a solution of methyl 7-methoxy-3-oxoheptanoate (5.00 g) obtained in Reference Example 359 in acetic acid (5 ml) under ice-cooling, and the reaction mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the object product (5.91 g).