[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][C:14]([CH2:18][C:19]([O:21]CC)=[O:20])=[C:15]([CH3:17])[N:16]=2)=[CH:8][CH:7]=1.[OH-].[Na+].Cl>C(O)C>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][C:14]([CH2:18][C:19]([OH:21])=[O:20])=[C:15]([CH3:17])[N:16]=2)=[CH:8][CH:7]=1A mixture of ethyl {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}acetate i102 (0.5 g, 1.41 mmol, 1 eq) and sodium hydroxide (0.2 g, 5 mmol, 3.5 eq) in ethanol (15 ml) is stirred at 60° C. for 1 h 30. A 1 N hydrochloric acid solution (6 ml) is added and ethanol is removed under vacuum. The residue is dissolved in ethyl acetate (200 ml). The organic layer is washed with water (2×50 ml), brine, dried over magnesium sulfate, filtered and concentrated to yield 0.5 g of {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-thiazol-5-yl}acetic acid i103 as a white solid. This solid is used as such in the next step.
Wird geladen…
