HCID 178471540, compound → HCID 178471541, compound

HRID 653973Notes

Reaction equation

HRID 653973 reaction equation
[CH2:1]([O:3][C:4](=[O:17])/[CH:5]=[CH:6]/[C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:9][CH2:8]1)[CH3:2]>[Pd].CCO>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][C@H:7]1[CH2:8][CH2:9][C@H:10]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:11][CH2:12]1)[CH3:2]

Participants

4

Reactant 1

HCID 178471540HCID 178471540, compound

Product 1

HCID 178471541HCID 178471541, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of trans-(E)-3-[4-(1,1-dimethylethyl)cyclohexyl]-2-propenoic acid ethyl ester (3.6 g, 15.1 mmol) in abs. EtOH (388 mL) and 5% Pd/C (1.4 g) was hydrogenated at 1 atm for 2 h. The catalyst was filtered over Celite and the filtrate and washings were concentrated to dryness to give trans-4-(1,1-dimethylethyl)cyclohexanepropanoic acid ethyl ester (3.58 g, 14.9 mmol) in 99% yield.

Workup

  1. filtrationThe catalyst was filtered over Celite
  2. concentrationthe filtrate and washings were concentrated to dryness

Sources & evidence

ORD record
ord-a5e24026658942b9926f6fc9832ab1d0
Source dataset
uspto-grants-1992_07
Patent number
US05128448

Reaction notes

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