1-Tert-butyl 4-ethyl 4-(3-(benzyloxy)propyl)piperidine-1,4-dicarboxylate → 1-Tert-butyl 4-ethyl 4-(3-hydroxypropyl)piperidine-1,4-dicarboxylate

HRID 39668Notes

Reaction equation

HRID 39668 reaction equation
C([O:8][CH2:9][CH2:10][CH2:11][C:12]1([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]1)C1C=CC=CC=1>[C].[Pd].C(O)C>[OH:8][CH2:9][CH2:10][CH2:11][C:12]1([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:17][CH2:16][N:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:14][CH2:13]1

Participants

4

Reactant 1

HCID 578154051-Tert-butyl 4-ethyl 4-(3-(benzyloxy)propyl)piperidine-1,4-dicarboxylate

Product 1

HCID 578152391-Tert-butyl 4-ethyl 4-(3-hydroxypropyl)piperidine-1,4-dicarboxylate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent2×

Procedure

To 20 mL of an ethanol solution containing 2.0 g of 1-tert-butyl 4-ethyl 4-(3-(benzyloxy)propyl)piperidine-1,4-dicarboxylate, 2 mL of an ethanol suspension containing 0.30 g of 10% palladium carbon was added, and the mixture was stirred for 4 hours under a hydrogen atmosphere. The insoluble material filtered off, and the solvent was removed under reducer pressure to obtain 1.7 g of a colorless oily substance, 1-tert-butyl 4-ethyl 4-(3-hydroxypropyl)piperidine-1,4-dicarboxylate.

Workup

  1. additionwas added
  2. filtrationThe insoluble material filtered off
  3. customthe solvent was removed under reducer pressure

Sources & evidence

ORD record
ord-8f9a63bff14c4ea4acabc69386f8103d
Source dataset
uspto-grants-2013_09
Patent number
US08524738B2

Reaction notes

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