HCID 54263157, compound → HCID 53692562, compound

HRID 342758Notes

Reaction equation

HRID 342758 reaction equation
C([O:6][C:7]1[C:16]([CH2:17][CH:18]=[CH2:19])=[C:15]2[C:10]([CH:11]=[C:12]([CH2:21][CH3:22])[C:13](=[O:20])[O:14]2)=[CH:9][CH:8]=1)(=O)CCC>CO.[Pd]>[CH2:21]([C:12]1[C:13](=[O:20])[O:14][C:15]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([OH:6])[C:16]=2[CH2:17][CH2:18][CH3:19])[CH3:22]

Participants

4

Reactant 1

HCID 54263157HCID 54263157, compound

Product 1

HCID 53692562HCID 53692562, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

7-Butyroyloxy-3-ethyl-8-(2-propenyl)coumarin (Step B; 95 mg) dissolved in methanol was reacted with 10% Pd/C under an atmosphere of hydrogen gas for several hours. The crude mixture was loaded directly onto a flash column containing silica gel and eluted with 20% ethyl acetate/hexane. This provided the title compound.

Workup

  1. additioncontaining silica gel
  2. washeluted with 20% ethyl acetate/hexane

Sources & evidence

ORD record
ord-b853e57eeb8742969212c496c26aaf9c
Source dataset
uspto-grants-1999_01
Patent number
US05859051

Reaction notes

Loading…