Hydrochloric Acid → N-t-butyl-4,4-diphenyl-2-cyclopentenylamine hydrochloride

HRID 1657267Notes

Reaction equation

HRID 1657267 reaction equation
[C:1]([NH:5][CH:6]1[CH2:10][C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:8]=[CH:7]1)([CH3:4])([CH3:3])[CH3:2].O.[ClH:24]>C(OCC)C>[ClH:24].[C:1]([NH:5][CH:6]1[CH2:10][C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:7]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 9796063N-t-butyl-4,4-diphenyl-2-cyclopentenylamine

Product 1

HCID 19787440N-t-butyl-4,4-diphenyl-2-cyclopentenylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of (-)-N-t-butyl-4,4-diphenyl-2-cyclopentenylamine (8.82 g) in diethyl ether (50 ml) was added water (15 ml) and conc. hydrochloric acid (5 ml) at 0°-10° C. and stirred for 30 minutes. The resulting precipitate was collected by filtration and washed with diethyl ether to give (-)-N-t-butyl-4,4-diphenyl-2-cyclopentenylamine hydrochloride (9.70 g).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-9e9b48e21d5b4ccc81a663b84f29b07d
Source dataset
uspto-grants-1993_10
Patent number
US05256824

Reaction notes

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