2-(4-Benzyloxyphenyl)ethylacetoacetate → 2-(4-Hydroxyphenyl)ethylacetoacetate

HRID 652544Notes

Reaction equation

HRID 652544 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18](=[O:23])[CH2:19][C:20]([CH3:22])=[O:21])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][O:17][C:18](=[O:23])[CH2:19][C:20]([CH3:22])=[O:21])=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 136325682-(4-Benzyloxyphenyl)ethylacetoacetate

Product 1

HCID 1317151812-(4-Hydroxyphenyl)ethylacetoacetateYield 97.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 6.2 g of 2-(4-benzyloxyphenyl)ethylacetoacetate in 100 mL of ethanol with 0.5 g of 10% palladium on carbon was hydrogenated at 50 psi for 18 h. The mixture was filtered and the filtrate evaporated to afford 4.3 g of 2-(4-hydroxyphenyl)ethylacetoacetate.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-eac97179f94a432aa10d4734d2ad58b0
Source dataset
uspto-grants-1987_06
Patent number
US04672071

Reaction notes

Loading…