HCID 20484847, compound → HCID 131712552, compound

HRID 648085Notes

Reaction equation

HRID 648085 reaction equation
[CH3:1][C:2]1([CH3:15])[CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:3]1[CH2:10][C:11]([OH:14])([CH3:13])[CH3:12]>C(OCC)(=O)C>[CH3:1][C:2]1([CH3:15])[C@H:3]([CH2:10][C:11]([OH:14])([CH3:12])[CH3:13])[C@@H:4]1[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

3

Reactant 1

HCID 20484847HCID 20484847, compound

Product 1

HCID 131712552HCID 131712552, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of a solution of the compound of Example 1 in ethyl acetate and 90 mg of 5% palladized carbon were placed in a hydrogenation apparatus and the mixture was stirred under a slight hydrogen pressure for 30 minutes. The mixture was filtered and the filtrate was evaporated to dryness. The residue was chromatographed over silica gel and was eluted with a 3-7 ether-hexane mixture to obtain 275 mg of ethyl cis 2,2-dimethyl-3-(2-hydroxy-2-methyl-propyl)-cyclopropane-1-carboxylate.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was chromatographed over silica gel
  4. washwas eluted with a 3-7 ether-hexane mixture

Sources & evidence

ORD record
ord-15cc5e052c714cce9e2345b2dcb58520
Source dataset
uspto-grants-1983_10
Patent number
US04410721

Reaction notes

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