HCID 131728827, compound → HCID 131728826, compound

HRID 1951684Notes

Reaction equation

HRID 1951684 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH2:10][C@H:9]1[C:14]([CH3:22])([CH3:21])[O:15][SiH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])C1C=CC=CC=1>C(O)C>[C:17]([SiH2:16][O:15][C:14]([CH3:22])([CH3:21])[C@@H:9]1[CH2:10][O:11][CH2:12][CH2:13][NH:8]1)([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 1

HCID 131728827HCID 131728827, compound

Product 1

HCID 131728826HCID 131728826, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.54 g (4.79 mmol) (S)-4-benzyl-3-(tert-butyl-dimethyl-silanyloxymethyl)-morpholine in 24 ml ethanol was deoxygenated by three cycles of evacuation and flushing with argon. After addition of 0.5 g palladium on charcoal (10%) the reaction vessel was evacuated and filled with hydrogen gas. The reaction mixture was stirred at room temperature under an atmosphere of hydrogen over night. Filtration over decalite and evaporation of the solvent in vacuo gave 1.08 g (97.4%) of the crude title compound as a colorless oil.

Workup

  1. customflushing with argon
  2. additionAfter addition of 0.5 g palladium on charcoal (10%) the reaction vessel
  3. customwas evacuated
  4. additionfilled with hydrogen gas
  5. filtrationFiltration
  6. customover decalite and evaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-244bc7f1b4f04f1a8baef232c0df7a93
Source dataset
uspto-grants-2013_03
Patent number
US08404708B2

Reaction notes

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