Methyl 7-hydroxy-4-methyl-8-allyl-2-oxo-2H-1-benzopyran-3-acetate → HCID 14211166, compound

HRID 34327Notes

Reaction equation

HRID 34327 reaction equation
[OH:1][C:2]1[CH:18]=[CH:17][C:5]2[C:6]([CH3:16])=[C:7]([CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:8](=[O:10])[O:9][C:4]=2[C:3]=1[CH2:19][CH:20]=[CH2:21]>CO.[Pd]>[OH:1][C:2]1[CH:18]=[CH:17][C:5]2[C:6]([CH3:16])=[C:7]([CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:8](=[O:10])[O:9][C:4]=2[C:3]=1[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 1

HCID 14211165Methyl 7-hydroxy-4-methyl-8-allyl-2-oxo-2H-1-benzopyran-3-acetate

Product 1

HCID 14211166HCID 14211166, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The phenol from Step 3 (23 g) was hydrogenated in methanol (700 ml) under 50 psi H2 pressure in the presence of 5% palladium on charcoal (2 g) for 1 hour. The catalyst was removed by filtration over celite and the solvent was removed to provide the title compound, m.p. 160°-162°.

Workup

  1. customThe catalyst was removed by filtration over celite
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-0316ec31f272486ba7df9442235575c1
Source dataset
uspto-grants-1988_08
Patent number
US04761425

Reaction notes

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