Water → HCID 66839904, compound

HRID 1817785Notes

Reaction equation

HRID 1817785 reaction equation
[C:1]([C:4]1[C:13]2[O:12][C:11]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[CH:10][C:9](=[O:20])[C:8]=2[CH:7]=[C:6]([CH3:21])[CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+].O>CO>[OH:3][CH:1]([C:4]1[C:13]2[O:12][C:11]([C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[CH:10][C:9](=[O:20])[C:8]=2[CH:7]=[C:6]([CH3:21])[CH:5]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 57883105HCID 57883105, compound

Product 1

HCID 66839904HCID 66839904, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 8-acetyl-6-methyl-2-(4-pyridinyl)-4H-1-benzopyran-4-one (4.6 g, 16.5 mmol) in methanol (100 ml) was treated with sodium borohydride (1.22 g, 33 mmol) and heated to reflux overnight. Upon cooling water (2 ml) was added and the solution concentrated to near-dryness in vacuo. Water (100 ml) was added and a precipitate formed which was filtered yielding a tan/orange solid (4.0 g).

Workup

  1. temperatureheated
  2. temperatureto reflux overnight
  3. additionwas added
  4. concentrationthe solution concentrated to near-dryness in vacuo
  5. additionWater (100 ml) was added
  6. customa precipitate formed which
  7. filtrationwas filtered

Sources & evidence

ORD record
ord-1a39c93a365d4d44b394b634684290e9
Source dataset
uspto-grants-2009_10
Patent number
US07598377B2

Reaction notes

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