HCID 54194018, compound → HCID 14882995, compound

HRID 477510Notes

Reaction equation

HRID 477510 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-f321379ba8cd487190a14e40b9960363
Source dataset
uspto-grants-1989_12
Patent number
US04888356

Reaction notes

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