Ethyl Acetate → HCID 178468162, compound

HRID 411651Notes

Reaction equation

HRID 411651 reaction equation
C(OC(=O)[NH:10][CH2:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([CH:18]([OH: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]([CH:18]([OH:20])[CH3:19])[CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 178468164HCID 178468164, compound

Product 1

HCID 178468162HCID 178468162, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A 500 mL Parr bottle was charged with 400 mg Pd(OH)2, 7.0 g (24.1 mmol) trans-(−)-[4-(1-hydroxy-ethyl)-cyclohexylmethyl]-carbamic acid benzyl ester, 125 mL ethyl acetate and 125 ml MeOH. The bottle was placed under 50 psi H2 and shaken for 2 hours. The suspension was then filtered through Celite and concentrated to give 3.6 g of a white solid.

Workup

  1. filtrationThe suspension was then filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-b2c33bbb57e24642becf9eee8745981d
Source dataset
uspto-grants-2003_05
Patent number
US06559168B2

Reaction notes

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