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

HRID 1580037Notes

Reaction equation

HRID 1580037 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][CH:26]=[CH:25][C:24]=2[CH3:29])[CH2:19][CH2:18]1.Cl>>[CH3:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[N:20]1[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][CH2:14][O:1][C:2]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH2:4][CH2:5][CH2:6][C:7]3=[O:12])[CH2:22][CH2:21]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1199215-Hydroxy-1-tetraloneHCID 2336711-(3-Chloropropyl)-4-(2-methylphenyl)piperazine

Product 1

HCID 215647395-{3-[4-(2-methylphenyl)-1-piperazinyl]-propoxy}-3,4-dihydro-2H-naphthalene-1-oneYield 73.4%

Procedure

from 5-hydroxy-1-oxotetraline and 1-(3-chloropropyl)-4 -(2-methylphenyl)-piperazine; yield 73.4% of theory; m.p. of the hydrochloride (recrystallized from water) 243°-245°C;

Sources & evidence

ORD record
ord-07ff413292404d1faf3e7faf3af403a1
Source dataset
uspto-grants-1976_01
Patent number
US03932411

Reaction notes

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