Sodium Methoxide → HCID 136351944, compound
Reaction equation
C[O-].[Na+].C([O:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][C:9]=1/[CH:16]=[CH:17]/[C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][N:19]=1)(=O)C>CO>[OH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][CH3:15])=[CH:10][C:9]=1/[CH:16]=[CH:17]/[C:18]1[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:20][N:19]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Sodium methoxide (2.29 g, 42.4 mmol) was added to a suspension of 6-[E-2-(-2-acetoxy-5-methylsulfanylphenyl)-vinyl]-nicotinic acid, methyl ester (13.26 g, 38.55 mmol) in methanol (200 mL). The mixture was heated at 60° C. for 3 hours. The reaction mixture was concentrated in vacuo and water was added followed by enough hydrochloric acid (1 M) to acidify the solution. The resultant precipitate was isolated by filtration, washed with water and dried in vacuo. This procedure afforded the product as a yellow solid (8.8 g, 76%) m/z (LCMS) (ESI+) 302 (MH+); (ESI−) 300 (M—H).