Sodium Bicarbonate → HCID 136196396, compound

Reaction equation

[C:1]([C:6]1[C:7](=[O:19])[CH2:8][CH:9]([CH:13]2[CH2:18][CH2:17][CH2:16][S:15][CH2:14]2)[CH2:10][C:11]=1[OH:12])(=O)[CH2:2][CH2:3][CH3:4].Cl.[O:21]1[CH2:25][CH2:24][CH2:23][CH:22]1[CH2:26][O:27][NH2:28].C(=O)(O)[O-].[Na+]>CO>[OH:12][C:11]1[CH2:10][CH:9]([CH:13]2[CH2:18][CH2:17][CH2:16][S:15][CH2:14]2)[CH2:8][C:7](=[O:19])[C:6]=1[C:1](=[N:28][O:27][CH2:26][CH:22]1[CH2:23][CH2:24][CH2:25][O:21]1)[CH2:2][CH2:3][CH3:4]

Participants

Procedure

2.82 g (10 millimoles) of 2-butyryl-3-hydroxy-5-(tetrahydrothiopyran-3-yl)-cyclohex-2-en-1-one was stirred together with 1.69 g (11 millimoles) of tetrahydrofur-2-ylmethoxyamine hydrochloride and 0.93 g (11 millimoles) of sodium bicarbonate in 20 ml of methanol for 12 hours at 25° C. The mixture was evaporated down, the residue was taken up with dichlorbmethane and the solution was extracted by shaking with water. The dried dichloromethane solution was evaporated down to give 3.1 g (8.1 millimoles) of 3-hydroxy-2-(1-tetrahydrofur-2-ylmethoxyiminobutyl)-5-(tetrahydrothiopyran-3-yl)-cyclohex-2-en-1-one as a viscous oil. ##STR9##