HCID 19822203, compound → HCID 19822243, compound

HRID 1030398Notes

Reaction equation

HRID 1030398 reaction equation
[OH:1][C:2]1[C:3]([CH3:20])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][CH:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:6][C:5]2=O>C(O)(=O)C.[Pd]>[OH:1][C:2]1[C:3]([CH3:20])=[C:4]2[C:9](=[C:10]([CH3:13])[C:11]=1[CH3:12])[O:8][CH:7]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:6][CH2:5]2

Participants

4

Reactant 1

HCID 19822203HCID 19822203, compound

Product 1

HCID 19822243HCID 19822243, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

14 g of ethyl 6-hydroxy-5,7,8-trimethyl-4-oxo-2H-chromene-2-carboxylate [prepared as described in J. Med. Chem., 18, 934 (1975)] were dissolved in 320 ml of acetic acid, and the resulting solution was catalytically reduced for 1 hour at 60°-65° C., under a hydrogen pressure of 3 atmospheres and in the presence of 3.5 g of 10% w/w palladium-on-carbon. The catalyst was filtered off, and the filtrate was poured into water. The white crystals which separated were collected by filtration, to give the title compound, melting at 108°-109° C.

Workup

  1. filtrationThe catalyst was filtered off
  2. additionthe filtrate was poured into water
  3. customThe white crystals which separated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-54526e95c1af4c5891d21fc131ed5d49
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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