HCID 14329759, compound → HCID 14329760, compound

HRID 2231916Notes

Reaction equation

HRID 2231916 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[CH2:7][O:8][C:9]2[CH:15]=[C:14]([O:16]CC3C=CC=CC=3)[CH:13]=[CH:12][C:10]=2[CH:11]=1)=[O:5])[CH3:2]>[Pd]>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][C:10]2[CH:12]=[CH:13][C:14]([OH:16])=[CH:15][C:9]=2[O:8][CH2:7]1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 14329759HCID 14329759, compound

Product 1

HCID 14329760HCID 14329760, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The ester from Example 54 (1.4 g) was dissolved in 25 ml of absolute alcohol and hydrogenated at atmospheric pressure in the presence of 0.2 g of 10% palladium on charcoal. The catalyst was removed by filtration on diatomaceous earth and after removal of the solvent, 0.9 g of racemic-3,4-dihydro-7-hydroxy-2H-1-benzopyran-3-carboxylic acid ethyl ester was obtained as a white solid.

Workup

  1. customThe catalyst was removed by filtration on diatomaceous earth
  2. customafter removal of the solvent

Sources & evidence

ORD record
ord-4912d2693c9e4517aedf61cf85c316f3
Source dataset
uspto-grants-1988_11
Patent number
US04785017

Reaction notes

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