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

HRID 1657293Notes

Reaction equation

HRID 1657293 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].[ClH:23]>C(O)(C)C.O>[ClH:23].[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 2

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

Product 1

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

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

This amine was suspended in a mixture of isopropyl alcohol (0.4 ml) and water (0.2 ml). To the suspension was added conc. hydrochloric acid (0.065 ml) in an ice bath, and the mixture was stirred for 5 hours. The resulting precipitates were collected by filtration, washed with 30% aqueous isopropyl alcohol (0.4 ml), and dried to give (-)-N-t-butyl-4,4-diphenyl-2-cyclopentenylamine hydrochloride (89 mg).

Workup

  1. customThe resulting precipitates
  2. filtrationwere collected by filtration
  3. washwashed with 30% aqueous isopropyl alcohol (0.4 ml)
  4. customdried

Sources & evidence

ORD record
ord-ec07d23d36c1485dbbe2918d606a4089
Source dataset
uspto-grants-1993_10
Patent number
US05256824

Reaction notes

Loading…