Isopropanol → Cyclohexyl-methyl-gamma-butyrolactone

HRID 2242783Notes

Reaction equation

HRID 2242783 reaction equation
[CH2:1]([CH:8]1[CH2:13][CH2:12][O:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4]C=1.[H][H].[CH:16](O)(C)C>>[CH:1]1([C:8]2([CH3:16])[CH2:13][CH2:12][O:11][C:9]2=[O:10])[CH2:2][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 5627583-Benzyloxolan-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 86630144Cyclohexyl-methyl-gamma-butyrolactoneYield 92%

Procedure

In a 250 mL autoclave a mixture of 2-benzyl-γ-butyrolactone (5.00 g) and Rh-catalyst (5 wt. % Rh on carbon, 0.500 g) in isopropanol (60 mL) was treated with hydrogen (13 bar) at 120° C. for 18 h. Upon completion of the hydrogenation, the mixture was filtered and concentrated on a rotary evaporator to give 4.75 g (92%) of the title compound.

Workup

  1. filtrationUpon completion of the hydrogenation, the mixture was filtered
  2. concentrationconcentrated on a rotary evaporator

Sources & evidence

ORD record
ord-5991d52983444bd19c92e8ea44bdf81f
Source dataset
uspto-grants-2010_03
Patent number
US07674741B2

Reaction notes

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