HCID 22768519, compound → HCID 22768518, compound

HRID 1764495Notes

Reaction equation

HRID 1764495 reaction equation
[OH:1][CH:2]1[CH:10]2[CH:5]([CH2:6][CH2:7][CH2:8][CH2:9]2)[C:4](=O)[N:3]1[C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:14][CH:13]=1>C(O)(=O)C>[O:1]=[C:2]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH2:4][N:3]1[C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 22768519HCID 22768519, compound

Product 1

HCID 22768518HCID 22768518, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 20 ml of acetic acid were added 2.87 g (0.01 mole) of the 4-(3-hydroxy-1-oxo-hexahydro-2-isoindolinyl)phenylacetic acid prepared in step (b) above. The mixture was refluxed, with heating, for 2 hours and the solvent was then evaporated off under reduced pressure, leaving a crystalline residue. These crystals were washed with water, dried and recrystallized from a mixture of ethanol and petroleum ether, giving 2.5 g (89%) of 4-(1-oxo-4,5,6,7-tetrahydro-2-isoindolinyl)phenylacetic acid, melting point 189°-191° C.

Workup

  1. temperatureThe mixture was refluxed
  2. temperaturewith heating, for 2 hours
  3. customthe solvent was then evaporated off under reduced pressure
  4. customleaving a crystalline residue
  5. washThese crystals were washed with water
  6. customdried
  7. customrecrystallized from a mixture of ethanol and petroleum ether

Sources & evidence

ORD record
ord-5bfce3cca3cf4a93a8355fa88df219cd
Source dataset
uspto-grants-1978_09
Patent number
US04116972

Reaction notes

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