Reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2[S:7][C:8]3[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:9]=3[CH2:10][C:11](=[O:12])[C:5]=2[CH:4]=1.B.[Na]>CO>[F:21][C:2]([F:1])([F:20])[C:3]1[CH:19]=[CH:18][C:6]2[S:7][C:8]3[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:9]=3[CH2:10][CH:11]([OH:12])[C:5]=2[CH:4]=1Participants
4
Procedure
To the mixture of 2-trifluoromethyl-9-chloro-10,11-dihydrodibenzo[b,f]thiepin-11-one obtained in Example 40 and 10 ml of methanol was gradually added 0.2 g of sodium boron hydride with ice-cooling over a period of 5 minutes and the mixture was reacted at room temperature for 30 minutes and refluxed for 15 minutes. After the completion of the reaction, methanol was distilled off. After cooling, to the mixture was added water and the mixture was extracted with chloroform. The extract was washed with water, dried over anhydrous sodium sulfate and freed of the solvent to obtain 0.5 g of 2-trifluoromethyl-9-chloro-10,11-dihydrodibenzo[b,f]thiepin-11-ol as colorless crystals having a melting point of 130°-132° C.
Workup
- temperaturecooling over a period of 5 minutes
- customthe mixture was reacted at room temperature for 30 minutes
- temperaturerefluxed for 15 minutes
- distillationwas distilled off
- temperatureAfter cooling, to the mixture
- additionwas added water
- extractionthe mixture was extracted with chloroform
- washThe extract was washed with water
- dry with materialdried over anhydrous sodium sulfate
Sources & evidence
- ORD record
- ord-786ceef3edee4abe8d26de6092b241d1
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04228284
Linked notes
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