Hydrochloric Acid → HCID 178439114, compound
Reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][CH2:23][C:24]3[CH:32]=[CH:31][C:27]([C:28]([O-])=[O:29])=[C:26](CC)[CH:25]=3)[CH2:18][CH2:17]2)=[CH:12][CH:11]=1)[CH2:8][CH3:9].C(OCC)(=O)C.Cl>C1COCC1>[CH2:7]([C:10]1[CH:15]=[CH:14][C:13]([C@H:16]2[CH2:17][CH2:18][C@H:19]([CH2:22][CH2:23][C:24]3[CH:32]=[CH:31][C:27]([CH2:28][OH:29])=[CH:26][CH:25]=3)[CH2:20][CH2:21]2)=[CH:12][CH:11]=1)[CH2:8][CH3:9]Participants
Procedure
Under cooled condition with ice, 1.6 g of lithium aluminum hydride was added little by little to 100 ml of THF and stirred. A liquid mixture of 16.2 g of the 4-(2-(trans-4-(4-n-propylphenyl)cyclohexyl)ethyl)ethylbenzoate mentioned above in 200 ml of THF was added dropwise thereto. It was stirred as it was cooled with ice for 2 hours, and then 200 ml of ethyl acetate was added dropwise thereto. The reaction solution was added to 200 ml of dilute hydrochloric acid cooled with ice and extracted with 200 ml of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 10.1 g of 4-(2-(trans-4-(4-n-propylphenyl)cyclohexyl)ethyl)benzyl alcohol.
Workup
- additionwas added dropwise
- stirringIt was stirred as it
- temperaturewas cooled with ice for 2 hours
- temperaturecooled with ice
- extractionextracted with 200 ml of ethyl acetate
- washOrganic layer was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- distillationthe solvent was distilled off under a reduced pressure
Sources & evidence
- ORD record
- ord-54eb04c89bb84cfaa09983190fcbd54f
- Source dataset
- uspto-grants-1999_01
- Patent number
- US05858275
Reaction notes
Loading…