Ethanol → HCID 20382849, compound

HRID 1447955Notes

Reaction equation

HRID 1447955 reaction equation
[F:1][C:2]1[C:10]([Cl:11])=[C:9]([Cl:12])[C:8]([F:13])=[C:7]2[C:3]=1[CH2:4][N:5]([CH:14]([CH:32]([CH3:34])[CH3:33])[C:15]([O:17]CC1C=CC=C(OC3C=CC=CC=3)C=1)=[O:16])[CH2:6]2.[OH-].[K+].C(O)C>O>[F:13][C:8]1[C:9]([Cl:12])=[C:10]([Cl:11])[C:2]([F:1])=[C:3]2[C:7]=1[CH2:6][N:5]([CH:14]([CH:32]([CH3:34])[CH3:33])[C:15]([OH:17])=[O:16])[CH2:4]2

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 20382855HCID 20382855, compound

Product 1

HCID 20382849HCID 20382849, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of m-phenoxybenzyl 2-(4,7-difluoro-5,6-dichloro-2-isoindolinyl)-3-methylbutanoate (0.38 g), KOH (0.134 g), ethanol (8 ml) and water (2 ml) is heated to reflux for 14 hours. After cooling, the reaction is concentrated under vacuum and about 50 ml of water added. The mixture is washed with ether. The aqueous phase is adjusted to pH 7 and then the water is removed by evaporation to yield 2-(4,7-difluoro-5,6-dichloro-2-isoindolinyl)-3-methylbutanoic acid.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 14 hours
  3. temperatureAfter cooling
  4. concentrationthe reaction is concentrated under vacuum and about 50 ml of water
  5. additionadded
  6. washThe mixture is washed with ether
  7. customthe water is removed by evaporation

Sources & evidence

ORD record
ord-b92cf086bad24715bf20d7c54bff7bdd
Source dataset
uspto-grants-1979_12
Patent number
US04178293

Reaction notes

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