Chloroform → HCID 67550755, compound

HRID 1422294Notes

Reaction equation

HRID 1422294 reaction equation
[Si:1]([O:8][CH2:9][C@@H:10]1[CH2:15][O:14][CH2:13][CH2:12][N:11]1CC1C=CC=CC=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(Cl)(Cl)[Cl:24]>C(O)C.[C].[Pd]>[ClH:24].[Si:1]([O:8][CH2:9][C@@H:10]1[CH2:15][O:14][CH2:13][CH2:12][NH:11]1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 6212ChloroformHCID 57141296HCID 57141296, compound

Product 1

HCID 67550755HCID 67550755, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

(3S)-3-(t-Butyldimethylsilyloxy)methyl-4-benzylmorpholine (1.19 g, 3.7 mmol) was treated for hydrogenation in the presence of 10% palladium-carbon (0.36 g) in 5 mL of ethanol and 0.32 mL of chloroform for 4 hours (one atmosphere). The catalyst was removed by filtration, and the filtrate was concentrated. The precipitated crystalline matter was washed with ether to obtain (3S)-3-(t-butyldimethylsilyloxy)methylmorpholine hydrochloride (0.96 g (96%).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. washThe precipitated crystalline matter was washed with ether

Sources & evidence

ORD record
ord-652c23b80d474c3080ef05e41d493e98
Source dataset
uspto-grants-2000_06
Patent number
US06080859

Reaction notes

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