HCID 15137045, compound → HCID 15137046, compound

HRID 1111156Notes

Reaction equation

HRID 1111156 reaction equation
[OH:1][C@@H:2]1[CH2:18][C@@H:6]2[O:7][C:8]3[CH:13]=[C:12]([CH2:14][CH:15]=[CH2:16])[C:11]([OH:17])=[CH:10][C:9]=3[C@@H:5]2[CH2:4][CH2:3]1>C(OCC)(=O)C.[Pd]>[OH:1][C@@H:2]1[CH2:18][C@@H:6]2[O:7][C:8]3[CH:13]=[C:12]([CH2:14][CH2:15][CH3:16])[C:11]([OH:17])=[CH:10][C:9]=3[C@@H:5]2[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 15137045HCID 15137045, compound

Product 1

HCID 15137046HCID 15137046, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 0.125 g (0.59 mmol) of the product of Example 5, Step C and 50 mg of 5% Pd/C in 10 mL of ethyl acetate was shaken under 40 psi H2 for 1 h. The solution was filtered through Celite and the filtrate concentrated to a colorless oil that crystallized from ethyl acetate-hexane to afford 0.120 g (98%) of white prisms.

Workup

  1. filtrationThe solution was filtered through Celite
  2. concentrationthe filtrate concentrated to a colorless oil that
  3. customcrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-ddc75e4de61544b494699df93b2fd6ef
Source dataset
uspto-grants-1990_12
Patent number
US04978679

Reaction notes

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