Reaction equation
Cl[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[SH:16][CH2:17][CH2:18][OH:19].C([O-])([O-])=O.[K+].[K+].Cl>CCOCC.O.CC(CC)=O>[OH:19][CH2:18][CH2:17][S:16][C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1Participants
8
Procedure
11.2 g (0.05 mol) of 4-chlorobenzophenone, 4.3 g (0.055 mol) of 2-mercaptoethanol, 13.8 g (0.1 mol) of calcined K2CO3 and 15 ml of ethyl methyl ketone are warmed (under reflux) for 16 hours under nitrogen. 50 ml of water are poured over the cooled reaction mixture and the resulting mixture is acidified with HCl. The product is taken up in ether. The ether layer is washed with water, dried over Na2SO4 and concentrated. The product, which in this case also is obtained as an oil, crystallises on standing. It is boiled up in hexane as described in (a). Yield: 10.0 g (77%). Melting point 49°-51°.
Workup
- temperature(under reflux) for 16 hours under nitrogen
- washThe ether layer is washed with water
- dry with materialdried over Na2SO4
- concentrationconcentrated
- customThe product, which in this case also is obtained as an oil
- customcrystallises
Sources & evidence
- ORD record
- ord-9941b0fc29e94f388b43e9e54f2d37fe
- Source dataset
- uspto-grants-1981_10
- Patent number
- US04297513
Linked notes
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