(2Z)-3-phenylprop-2-en-1-amine hydrochloride → 5-Acetylamino-2-(cis-cinnamylamino)-tetralinehydrochloride
Reaction equation
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][C:9](=O)[CH2:10]2)(=[O:3])[CH3:2].[ClH:16].[CH2:17]([NH2:26])/[CH:18]=[CH:19]\[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[ClH:16].[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH:9]([NH:26][CH2:17]/[CH:18]=[CH:19]\[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:10]2)(=[O:3])[CH3:2]Participants
3
Procedure
Starting from 1.02 g (0.005 mol) of 5-acetylamino-2-tetralone and 1.7 g (0.01 mol) of cis-cinnamyl-aminehydrochloride the title compound is obtained analogously to Example 4.1.11 in a yield of 1.35 g (76.5% of theory) and with a melting point of 246° C., which does not change after recrystallisation from methanol/ether.
Sources & evidence
- ORD record
- ord-70832d8e62904136885f3a92567084f2
- Source dataset
- uspto-grants-1993_03