HCID 21480041, compound → Ethyl p-hydroxyphenyllactate

HRID 2292862Notes

Reaction equation

HRID 2292862 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[H][H]>[Pd].C1(C)C=CC=CC=1>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]([OH:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 21480041HCID 21480041, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21930973Ethyl p-hydroxyphenyllactateYield 98.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

10 g of ethyl 3-(4-hydroxyphenyl)pyruvate and 30 ml of toluene were charged to a pressure reactor to form a solution, and 0.25 g of 5% palladium on charcoal was added thereto. The atmosphere was displaced with hydrogen, and the mixture was stirred at 50° C. under a hydrogen pressure of 5 kg/cm2 for 1 hour. After completion of the reaction, the reaction mixture was filtered to remove the catalyst, and the filtrate was concentrated under reduced pressure to give 9.9 g of ethyl 3-(4-hydroxyphenyl)lactate as a colorless oily substance.

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered
  4. customto remove the catalyst
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8004afd09f3742ba8eefa925b8d24cbc
Source dataset
uspto-grants-1997_11
Patent number
US05684186

Reaction notes

Loading…