Hydrochloric Acid → 5-{3-[4-(4-methoxyphenyl)-1-piperazinyl]-propoxy}-3,4-dihydro-2H-naphthalene-1-one

HRID 1580039Notes

Reaction equation

HRID 1580039 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12].Cl[CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[CH2:19][CH2:18]1.Cl>>[CH3:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([N:20]2[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][CH2:14][O:1][C:2]3[CH:11]=[CH:10][CH:9]=[C:8]4[C:3]=3[CH2:4][CH2:5][CH2:6][C:7]4=[O:12])[CH2:22][CH2:21]2)=[CH:28][CH:27]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1199215-Hydroxy-1-tetraloneHCID 2105371-(3-Chloropropyl)-4-(4-methoxyphenyl)piperazine

Product 1

HCID 215647555-{3-[4-(4-methoxyphenyl)-1-piperazinyl]-propoxy}-3,4-dihydro-2H-naphthalene-1-oneYield 84.5%

Procedure

from 5-hydroxy-1-oxotetraline and 1-(3-chloropropyl)-4-(4-methoxyphenyl)-piperazine; yield 84.5% of theory; m.p. of the hydrochloride (recrystallized from ethanol) 191°-192°C;

Sources & evidence

ORD record
ord-b10380bc1aba488984fe39b56598e6e2
Source dataset
uspto-grants-1976_01
Patent number
US03932411

Reaction notes

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