HCID 70228172, compound → HCID 54552050, compound

HRID 249456Notes

Reaction equation

HRID 249456 reaction equation
Cl.[C:2]1([CH:8]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:9][O:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][C@@H:15]([C:19]([OH:21])=[O:20])[CH2:14]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Pd].O>[C:22]1([CH:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9][O:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][C@@H:15]([C:19]([OH:21])=[O:20])[CH2:14]2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 1

HCID 70228172HCID 70228172, compound

Product 1

HCID 54552050HCID 54552050, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(R)-1-[2-[[2,2-Diphenylethyl]oxy]ethyl]-3-piperidine carboxylic acid hydrochloride (120 mg, 0.31 mmol) was dissolved in methanol (5 ml) and stirred under an atmosphere of hydrogen for 2 h at room temperature in the presence of 5% palladium on carbon catalyst (52% aqueous paste) and then filtered. The filtrate was evaporated to dryness leaving a residue, which was dissolved in water. The aqueous solution was lyophilized to give the title compound (80 mg, 58% of the theoretical yield) as a solid, TLC rf 0.32 (SiO2, methanol).

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customleaving a residue, which

Sources & evidence

ORD record
ord-b6dd45ff887947768ab4cd0be8e1c6e6
Source dataset
uspto-grants-1993_05
Patent number
US05214057

Reaction notes

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