Water → HCID 23084546, compound

HRID 2111621Notes

Reaction equation

HRID 2111621 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[C:7](=[O:12])[N:6]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:5]2=[O:20].[BH4-].[Na+].O>CO.O1CCCC1>[CH3:11][C:10]1[CH:9]=[C:8]2[C:4](=[CH:3][C:2]=1[CH3:1])[C:5](=[O:20])[N:6]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[CH:7]2[OH:12]

Participants

6

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 23084571HCID 23084571, compound

Product 1

HCID 23084546HCID 23084546, compoundYield 94.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product of above-mentioned (1-a) (1.0 g, 3.7 mmol) was suspended in methanol (9 ml) and tetrahydrofuran (9 ml), and sodium borohydride (0.15 g, 3.9 mmol) was added by portions thereto with stirring under ice cooling, followed by stirring at the same temperature for 30 minutes. To the reaction solution was added water, and the precipitated crystals were collected by filtration, washed with water, followed by drying to give 0.95 g of 5,6-dimethyl-2-(4-fluorophenyl)-3-hydroxyisoindolin-1-one.

Workup

  1. stirringby stirring at the same temperature for 30 minutes
  2. filtrationthe precipitated crystals were collected by filtration
  3. washwashed with water
  4. customby drying

Sources & evidence

ORD record
ord-14f38176daee4d5d9d44ec27a1db8e3d
Source dataset
uspto-grants-2009_04
Patent number
US07521451B2

Reaction notes

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