HCID 54194018, compound → HCID 14882995, compound

HRID 1710277Notes

Reaction equation

HRID 1710277 reaction equation
O=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([O:15]CC3C=CC=CC=3)=[C:11]([CH2:12][CH2:13][CH3:14])[C:6]=2[O:5][C:4]([CH:23]=[CH:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:3]1>C(O)(=O)C.[Pd]>[OH:15][C:10]1[CH:9]=[CH:8][C:7]2[CH2:2][CH2:3][CH:4]([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[O:5][C:6]=2[C:11]=1[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 1

HCID 54194018HCID 54194018, compound

Product 1

HCID 14882995HCID 14882995, compoundYield 87.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 2.0 g (5.1 mmole) ethyl 3-(4-oxo-7-phenylmethoxy-8-propyl-4H-1-benzopyran-2-yl)-2-propenoate in 40 ml of acetic acid was hydrogenated at 50 psi and 70° over 5% palladium on carbon catalyst. The catalyst was removed by filtration and the filtrate was evaporated to dryness to give 1.3 g of the title compound as an oil. Structure assignment was supported by nmr and infrared spectra.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-7756eaf9ae7f42d78e24ed67ea58c0eb
Source dataset
uspto-grants-1990_08
Patent number
US04952705

Reaction notes

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