Reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][S:5][C:4]2[CH:13]=[CH:14][C:15]([CH2:17][C:18]([OH:20])=[O:19])=[CH:16][C:3]1=2.Cl.[CH2:22](O)[CH3:23]>>[CH2:22]([O:19][C:18](=[O:20])[CH2:17][C:15]1[CH:14]=[CH:13][C:4]2[S:5][CH2:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:2](=[O:1])[C:3]=2[CH:16]=1)[CH3:23]Participants
4
Procedure
40 g of 6,11-dihydro-11-oxo-dibenzo[b,e]thiepine-2-acetic acid are boiled at reflux for 45 minutes together with 400 cc of 3 N hydrochloric acid in ethanol. The reaction mixture is completely concentrated by evaporation at reduced pressure and the oily residue is divided between ethyl acetate and water; the organic phase is washed with a 10% sodium bicarbonate solution and with water. After drying over sodium sulphate and concentrating, 6,11-dihydro-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester crystallizes by the addition of ether. (M.P. 98°-100°).
Workup
- concentrationThe reaction mixture is completely concentrated by evaporation at reduced pressure
- washthe organic phase is washed with a 10% sodium bicarbonate solution and with water
- dry with materialAfter drying over sodium sulphate
- concentrationconcentrating
- custom6,11-dihydro-11-oxo-dibenzo[b,e]thiepine-2-acetic acid ethyl ester crystallizes by the addition of ether
Sources & evidence
- ORD record
- ord-86160244e6d243e9a6e6bc51ccade261
- Source dataset
- uspto-grants-1976_03
- Patent number
- US03946036
Linked notes
Loading…