Ethyl Acetate → HCID 178459251, compound

HRID 411656Notes

Reaction equation

HRID 411656 reaction equation
C(OC(=O)[NH:10][CH2:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([OH:21])([CH3:20])[CH3:19])[CH2:14][CH2:13]1)C1C=CC=CC=1.C(OCC)(=O)C>[OH-].[OH-].[Pd+2].CO>[NH2:10][CH2:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([C:18]([OH:21])([CH3:19])[CH3:20])[CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 178459252HCID 178459252, compound

Product 1

HCID 178459251HCID 178459251, compoundYield 85.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A 500 mL Parr bottle was charged with 150 mg Pd(OH)2, 3.3 g (10.7 mmol) trans-[4-(1-hydroxy-1-methyl-ethyl)-cyclohexylmethyl]-carbamic acid benzyl ester, 100 mL ethyl acetate and 100 mL MeOH. The bottle was placed under 50 psi H2 and shaken for 1 hour. The material was filtered through Celite and concentrated to give 1.57 g of a white solid.

Workup

  1. filtrationThe material was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c9efc087caaf41cfae79549d2a467215
Source dataset
uspto-grants-2003_05
Patent number
US06559168B2

Reaction notes

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