Water → Phthalimide

HRID 27236

Reaction equation

HRID 27236 reaction equation
[NH2:1]CCC1C2C(=CC=CC=2)NC=1.[C:13]1(=O)[O:18][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12.O>C1(C)C=CC=CC=1>[C:13]1(=[O:18])[NH:1][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12

Participants

5

Reactant 3

HCID 962WaterHCID 1150TryptamineHCID 6811Phthalic Anhydride

Product 1

HCID 6809Phthalimide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.20 g (20.0 m mol) of tryptamine and 3.10 g (20.0 m mol) of phthalic anhydride in 40 ml of toluene was refluxed under a Dean-Stark water separator for 12 h. Cooling, filtration and concentration of the filtrate gave a crude phthalimide which was recrystallized from ethanol to produce 4.85 g (84%), of phthalimide, mp 164°-165° C.; reported 164°-165° C.3

Workup

  1. temperatureCooling
  2. filtrationfiltration and concentration of the filtrate

Sources & evidence

ORD record
ord-beb9b7be15ea42c4b1a6c19e8885cdad
Source dataset
uspto-grants-1980_09
Patent number
US04220774

Linked notes

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