Benzyl 4-(1,3-dioxolan-2-yl)piperidine-1-carboxylate → 4-(1,3-Dioxolan-2-yl)piperidine

HRID 220832Notes

Reaction equation

HRID 220832 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH:17]2[O:21][CH2:20][CH2:19][O:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[O:18]1[CH2:19][CH2:20][O:21][CH:17]1[CH:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 57555344Benzyl 4-(1,3-dioxolan-2-yl)piperidine-1-carboxylate

Product 1

HCID 127257254-(1,3-Dioxolan-2-yl)piperidineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-[1,3]Dioxolan-2-yl-piperidine-1-carboxylic acid benzyl ester from Example E33.3 (5.14 g, 17.7 mmol) was dissolved in methanol (100 ml) and hydrogenated over 10% Pd/C catalyst (551 mg) for 4 h. The mixture was filtered through Celite® filter agent and the filtrate was concentrated in vacuo to yield the title compound (2.84 g, 100%).

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. filtrationfilter agent
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-606039bc37d34bcf9ba97b024e8ddac6
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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