Acetic Acid → (S)-a-Hydroxy-cyclohexanepropanoic acid

HRID 2226581Notes

Reaction equation

HRID 2226581 reaction equation
[OH:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].C(O)(=O)C>C(O)C.[Pt]=O>[OH:1][C@@H:2]([CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 4447183-Phenyllactic acid, (S)-

Product 1

HCID 12756210(S)-a-Hydroxy-cyclohexanepropanoic acidYield 95.2%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

α(S)-Hydroxybenzene propanoic acid (4.99 g, 30 mmol) was hydrogenated at 4 bar in ethanol (175 ml) and acetic acid (10 ml) using platinum oxide (0.5 g) as catalyst. After filtration, evaporation of the solvent gave the sub-title acid (4.92 g).

Workup

  1. filtrationAfter filtration, evaporation of the solvent

Sources & evidence

ORD record
ord-bda2ec15b90748fca0c3e2ef0812b5ba
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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