Guaiacylacetone → HCID 20540374, compound

HRID 1065467Notes

Reaction equation

HRID 1065467 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][C:11](=O)[CH3:12])[CH:6]=[CH:7][C:8]=1[OH:9].[C:14]1([CH:20]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:21][CH2:22][NH2:23])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[F:30][C:31]([F:41])([F:40])[C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=1)[CH2:35][Cl:36]>>[ClH:36].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:10][CH:11]([NH:23][CH2:22][CH2:21][CH:20]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH3:12])[CH:6]=[CH:7][C:8]=1[O:9][CH2:35][C:34]1[CH:37]=[CH:38][CH:39]=[C:32]([C:31]([F:30])([F:40])[F:41])[CH:33]=1

Participants

4

Reactant 3

HCID 17262GuaiacylacetoneHCID 697163-(Trifluoromethyl)benzyl chlorideHCID 796983,3-Diphenylpropylamine

Product 1

HCID 20540374HCID 20540374, compound

Procedure

Reacting the (3-methoxy-4-hydroxyphenyl)-acetone with the 3,3-diphenylpropylamine, reducing the resulting Schiff's base as shown above and reacting the resulting saturated compound with 3-trifluoromethylbenzyl chloride, the 1-[3-methoxy-4-(3-trifluoromethylbenzyloxy)-phenyl]-2-(3,3-diphenylpropylamino)-propane hydrochloride is obtained, melting at 142° to 146° after recrystallization from isopropanol.

Sources & evidence

ORD record
ord-3150d4a85bba4dc49a36ca04a431c3e5
Source dataset
uspto-grants-1982_05
Patent number
US04329367

Reaction notes

Loading…