Phthalic Anhydride → Phthalimide

HRID 619776Notes

Reaction equation

HRID 619776 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.C([N:14](CC)CC)C>C1(C)C=CC=CC=1>[C:4]1(=[O:5])[C:3]2[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:1](=[O:6])[NH:14]1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 8471Triethylamine

Product 1

HCID 6809Phthalimide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
20 °C

Procedure

0.8 g of phthalic anhydride and 2 ml of triethylamine were added to a solution of 3 g of the product of Stage B in 30 ml of toluene and then the mixture was heated for 16 hours at reflux. The reaction medium was cooled to 20° C. and washed with 20 ml of N hydrochloric acid. After decanting, washing with water and drying, the solvent was evaporated off to obtain 4.42 g of the expected product which was used as is for the following stage.

Workup

  1. temperaturethe mixture was heated for 16 hours
  2. temperatureat reflux
  3. washwashed with 20 ml of N hydrochloric acid
  4. customAfter decanting
  5. washwashing with water
  6. customdrying
  7. customthe solvent was evaporated off

Sources & evidence

ORD record
ord-cf1f217966e04ea4ad73327e864d94d7
Source dataset
uspto-grants-1999_09
Patent number
US05959146

Reaction notes

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