HCID 18464580, compound → HCID 18464730, compound

HRID 323270Notes

Reaction equation

HRID 323270 reaction equation
C([N:8]1[CH2:12][CH2:11][C:10]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([CH2:13][CH2:14][OH:15])[CH2:9]1)C1C=CC=CC=1>O.[Pd].CO>[C:17]1([CH2:16][C:10]2([CH2:13][CH2:14][OH:15])[CH2:11][CH2:12][NH:8][CH2:9]2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 18464580HCID 18464580, compound

Product 1

HCID 18464730HCID 18464730, compound

Reagents, catalysts & solvents 2

HCID 23219155Palladium hydrateCatalystHCID 887MethanolSolvent

Procedure

Combine 1-benzyl-3-(phenylmethyl)-3-(2-hydroxyethyl)pyrrolidine (0.72 g, 2.45 mmol) and methanol (20 mL). Add 20% palladium hydroxide-on-carbon (0.231 g). Hydrogenate in a Parr apparatus at an initial pressure of 50 psi. After 24 hours, filter through celite, rinse with methanol. Evaporate the filtrate in vacuo to give the title compound: Rf=0.01 (silica gel, 2% triethylamine/methanol).

Workup

  1. filtrationfilter through celite
  2. washrinse with methanol
  3. customEvaporate the filtrate in vacuo

Sources & evidence

ORD record
ord-6415242d822a40c1bc5e538e70b6350a
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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