Triethylamine → 1-(3,3-Diphenylpropyl)-4-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride

HRID 1076783

Reaction equation

HRID 1076783 reaction equation
[C:1]1([CH:7]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:29]=[C:30]([O:34][CH3:35])[C:31]=1[O:32][CH3:33])[CH2:27][Cl:28].C(N(CC)CC)C>C1(C)C(C)=CC=CC=1>[ClH:28].[ClH:28].[C:16]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([CH2:27][C:26]3[CH:29]=[C:30]([O:34][CH3:35])[C:31]([O:32][CH3:33])=[C:24]([O:23][CH3:22])[CH:25]=3)[CH2:14][CH2:15]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 10356330N-3,3-Diphenylpropylpiperazine

Product 1

HCID 215378221-(3,3-Diphenylpropyl)-4-(3,4,5-trimethoxybenzyl)piperazine dihydrochlorideYield 76.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

N-3,3-Diphenylpropylpiperazine in the amount of 14.0 g (0.05 mole), 10.8 g (0.05 mole) of 3,4,5-trimethoxybenzylchloride, and 5.05 g (0.05 mole) of triethylamine were dissolved in 100 ml of xylene, and the same procedure as that of Example 1 was followed to obtain 20.4 g of 1-(3,3-diphenylpropyl)-4-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (76.7% yield) with a melting point of 178°C.

Sources & evidence

ORD record
ord-448561732c034efd8e722f9250aa7366
Source dataset
uspto-grants-1976_05
Patent number
US03957790

Linked notes

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