Tetrafluoro-m-phenylenediamine dihydrochloride → 4-Amino-1-[2-(2-naphthyl)ethyl]-piperidine

HRID 437252Notes

Reaction equation

HRID 437252 reaction equation
C([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=2)[CH2:12][CH2:11]1)(=O)C1C=CC=CC=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>Cl>[NH2:9][CH:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 214306134-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine

Product 1

HCID 214305774-Amino-1-[2-(2-naphthyl)ethyl]-piperidineYield 78.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-Benzamido-1-[2-(2-naphthyl)ethyl]piperidine (1.0 g.) was suspended in 6N HCl (40 ml.) and boiled for 96 hr. The resulting solution was worked up in the manner of Example 72 to give the title compound (0.558 g.) as the dihydrochloride, pale yellow needles, m.p. >300° (decomp.)

Sources & evidence

ORD record
ord-4c8170c8499b46af9196e837392da24e
Source dataset
uspto-grants-1977_06
Patent number
US04029801

Reaction notes

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