Hydrochloric Acid → 2-Imino-5-phenyl-5-cyclohexyltetrahydrofuran hydrochloride
Reaction equation
[C:1]1([C:7]([CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)([OH:12])[CH2:8][CH2:9][C:10]#[N:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:19]>O1CCCC1.CCOCC>[ClH:19].[NH:11]=[C:10]1[CH2:9][CH2:8][C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[O:12]1Participants
5
Procedure
To an ice-cooled solution of 1-phenyl-1-cyclohexyl-3-cyano-1-propanol (1.4 g) in anhydrous tetrahydrofuran (THF), a solution of HCl 10% w/v in ether (2.5 ml) was added dropwise. The mixture was stirred and cooled for 48 hours. The solvent was removed and the residue triturated with diethyl ether/THF to afford 0.8 g of 2-imino-5-phenyl-5-cyclohexyltetrahydrofuran hydrochloride. M.p. 100°-102° C.