Phthalic Anhydride → 1-Benzyl-4-phthalimidopiperidine

HRID 972808Notes

Reaction equation

HRID 972808 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=O)[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:15][CH2:14]1>CO>[CH2:19]([N:16]1[CH2:17][CH2:18][CH:13]([N:12]2[C:1](=[O:11])[C:2]3=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]3[C:4]2=[O:6])[CH2:14][CH2:15]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 4158521-Benzyl-4-piperidylamine

Product 1

HCID 28262461-Benzyl-4-phthalimidopiperidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
150 °C

Procedure

16.8 Grams of phthalic anhydride and 21.6 grams of 4-amino-1-benzyl-piperidine were stirred together while they were being heated in an oil bath at 150° C. for 30 minutes. On cooling, the resulting glassy solid was heated with 400 milliliters of methanol to give 26.5 grams of 1-benzyl-4-phthalimidopiperidine. Melting point: 154°-7° C.

Workup

  1. temperatureOn cooling

Sources & evidence

ORD record
ord-343a4867e41b4f64ac4294ff0b1e5325
Source dataset
uspto-grants-1977_10
Patent number
US04053615

Reaction notes

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