HCID 14484952, compound → HCID 14484953, compound

HRID 1089618Notes

Reaction equation

HRID 1089618 reaction equation
[CH3:1][C:2]1[C:7]2[CH2:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([CH2:11][CH:12]=[CH2:13])[C:3]=1[OH:14].[H][H]>C(O)C.[Pd]>[CH3:1][C:2]1[C:7]2[CH2:8][CH2:9][O:10][C:6]=2[CH:5]=[C:4]([CH2:11][CH2:12][CH3:13])[C:3]=1[OH:14]

Participants

5

Reactant 2

HCID 14484952HCID 14484952, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14484953HCID 14484953, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 37 (0.500 g, 2.63 mmol) in absolute ethanol (25 mL) was hydrogenated over 5% palladium on carbon (0.060 g) at 3 atmospheres pressure. After hydrogen uptake was complete (30 minutes) the catalyst was removed by filtration through celite. The filter cake was washed with an additional portion of ethanol (30 mL) and the combined filtrate and washings concentrated to a white crystalline solid. Recrystallization from hexane gave 38. 38: mp 72°-73° C.

Workup

  1. custom(30 minutes)
  2. customwas removed by filtration through celite
  3. washThe filter cake was washed with an additional portion of ethanol (30 mL)
  4. concentrationthe combined filtrate and washings concentrated to a white crystalline solid
  5. customRecrystallization from hexane

Sources & evidence

ORD record
ord-897ad55289bb4878a902312b08f5526f
Source dataset
uspto-grants-1990_10
Patent number
US04966907

Reaction notes

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