HCID 178447866, compound → HCID 178447867, compound

HRID 274162Notes

Reaction equation

HRID 274162 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[CH:17][C:18]([OH:20])=[O:19])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]>C(OCC)(=O)C.[Pd]>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7]([C:10]2[CH:11]=[CH:12][C:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:14][CH:15]=2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 178447866HCID 178447866, compound

Product 1

HCID 178447867HCID 178447867, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 12.6 g of 3-[4-(trans-4-propyl-cyclohexyl)-phenyl]-propenoic acid (obtained by condensation of 4-(trans-4-propylcyclohexyl)-benzaldehyde with malonic acid in pyridine) in 120 ml of ethyl acetate is hydrogenated at room temperature and atmospheric pressure, using 4 g of Pd/C (5% Pd) as catalyst. The catalyst is filtered off, and the filtrate is evaporated. Colourless crystals are obtained.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. customColourless crystals are obtained

Sources & evidence

ORD record
ord-006afb2fe33c445f9d9762aeb4ae8cd7
Source dataset
uspto-grants-1995_02
Patent number
US05389292

Reaction notes

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