Phthalic Anhydride → HCID 9930580, compound

HRID 2259934Notes

Reaction equation

HRID 2259934 reaction equation
C(N(CC)CC)C.[C:8]([C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][CH:21]([CH2:23][OH:24])[CH2:20][C:19]2=[O:25])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9].[C:26]1(=[O:36])[O:31][C:29](=[O:30])[C:28]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:27]12>ClCCl>[C:8]([C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:22][CH:21]([CH2:23][O:24][C:26](=[O:36])[C:27]3[C:28](=[CH:32][CH:33]=[CH:34][CH:35]=3)[C:29]([OH:31])=[O:30])[CH2:20][C:19]2=[O:25])=[CH:14][CH:13]=1)([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 8471TriethylamineHCID 10467153HCID 10467153, compound

Product 1

HCID 9930580HCID 9930580, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 8.3 ml (60 mmol) quantity of triethylamine was added to a solution of 12.35 g (50 mmol) of [1-(4-t-butylphenyl)-2-pyrrolidone-4-yl)methyl alcohol (III) and 7.4 g (50 mmol) of phthalic anhydride in dichloromethane (150 ml), and the mixture was refluxed with heating for 24 hours. The reaction mixture was washed with a dilute hydrochloric acid, dried over magnesium sulfate and concentrated under reduced pressure to give 19.8 g (quantitative yield) of the title compound.

Workup

  1. temperaturethe mixture was refluxed
  2. temperaturewith heating for 24 hours
  3. washThe reaction mixture was washed with a dilute hydrochloric acid
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-548649d04fe24ef8b97801b62eb94455
Source dataset
uspto-grants-1995_12
Patent number
US05475118

Reaction notes

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