Tetrahydrofuran → Tert-butyl (piperidin-4-ylmethyl)carbamate

HRID 854306Notes

Reaction equation

HRID 854306 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.C1COCC1>[Pd].CO>[C:22]([O:21][C:19](=[O:20])[NH:18][CH2:17][CH:14]1[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]1)([CH3:25])([CH3:23])[CH3:24]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 23577280Benzyl 4-{[(tert-butoxycarbonyl)amino]methyl}piperidine-1-carboxylate

Product 1

HCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 28 g of 4-(tert-butoxycarbonylamino-methyl)-piperidine-1-carboxylic acid benzyl ester, 1 g of 10% palladium on carbon, 100 mL of THF and 200 mL of methanol was stirred under an atmosphere of hydrogen for 2 days. The mixture was filtered concentrated under reduced pressure. Drying under reduced pressure gave a white solid:

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. customDrying under reduced pressure
  4. customgave a white solid

Sources & evidence

ORD record
ord-7ab0b427bb434efabfb76ca4d6300aaa
Source dataset
uspto-grants-2007_08
Patent number
US07259157B2

Reaction notes

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