Hydrochloric Acid → 4-(2-Chlorophenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazine

HRID 268397Notes

Reaction equation

HRID 268397 reaction equation
CS[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[CH:22]=[CH:21][CH:20]=2)[CH2:11][CH2:10]1.C1(OCCCBr)C2CCCCC=2C=CC=1.CSC1C=CC=CC=1N1CCNCC1.[ClH:58].FC(F)(F)C1C=C(N2CCN(CCCOC3C4CCCCC=4C=CC=3)CC2)C=CC=1.FC(F)(F)C1C=C(N2CCNCC2)C=CC=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[Cl:58][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[C:28]3[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=3[CH:22]=[CH:21][CH:20]=2)[CH2:11][CH2:10]1

Participants

8

Reactant 7

HCID 313Hydrochloric AcidHCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 27368951-(2-(Methylthio)phenyl)piperazineHCID 144059475-(3-Bromopropoxy)-1,2,3,4-tetrahydronaphthalene2×HCID 215516584-(3-Trifluoromethylphenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazineHCID 215516704-(2-Methylthiophenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazine

Product 1

HCID 215516574-(2-Chlorophenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazine

Procedure

4-(2-methylthiophenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazine from 1-(5,6,7,8-tetrahydronaphth-1-yloxy)-3-bromopropane and 1-(2-methylthiophenyl)-piperazine; yield 64% of theory; m.p. of the hydrochloride 224°-225°C. decomp.); 4-(3-trifluoromethylphenyl)-1-[3-(5,6,7,8-tetrahydronaphth-1-yloxy)-prop-1-yl]-piperazine from 1-(5,6,7,8-tetrahydro-napth-1-yloxy)-3-bromopropane and 1-(3-trifluoromethylphenyl)-piperazine; yield 84% of theory; m.p. of the dihydrochloride: 182°-183°C.

Workup

  1. custom182°-183°C.

Sources & evidence

ORD record
ord-5f990a160d1b4a6fa54a360ed23634ce
Source dataset
uspto-grants-1976_03
Patent number
US03947446

Reaction notes

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