Methanol → HCID 53718751, compound

Reaction equation

[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=1)[O:11][CH2:12][CH:13]([OH:24])[CH2:14][S:15][CH2:16][CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].CO.[OH-].[Na+]>O>[OH:1][CH:2]([C:8]1[CH:9]=[C:10]([CH:25]=[CH:26][CH:27]=1)[O:11][CH2:12][CH:13]([OH:24])[CH2:14][S:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

Procedure

10.0 g. Ethyl S-[3-(3-{1-hydroxyhexyl}-phenoxy)-2-hydroxypropyl]-4-mercaptobutyrate are stirred for 2 hours at 50° C. with 50 ml. methanol and 50 ml. 2M aqueous sodium hydroxide solution. The solvent is subsequently stripped off and the residue is taken up in water and extracted three times with ethyl acetate. The aqueous phase is acidified with 2M hydrochloric acid and extracted three times with ethyl acetate. The organic phase is washed natural, dried and evaporated. There are obtained 7.4 g. (80% of theory) of the title compound in the form of an oil.