4-(Benzyloxy)-1-(pyrrolidin-1-yl)butan-1-one → 4-Hydroxy-1-(pyrrolidin-1-yl)butan-1-one

HRID 714226Notes

Reaction equation

HRID 714226 reaction equation
C([O:8][CH2:9][CH2:10][CH2:11][C:12]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:13])C1C=CC=CC=1>CO.[Pd]>[OH:8][CH2:9][CH2:10][CH2:11][C:12]([N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:13]

Participants

4

Reactant 1

HCID 493711804-(Benzyloxy)-1-(pyrrolidin-1-yl)butan-1-one

Product 1

HCID 109865014-Hydroxy-1-(pyrrolidin-1-yl)butan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar, a suspension of 4-(benzyloxy)-1-(pyrrolidin-1-yl)butan-1-one (284 mg, 1.15 mmol) and Pd/C (10% Pd, 122 mg) in dry MeOH (10 mL) was stirred at rt under a H2 atmospheric pressure until completion of the reaction. The mixture was then filtered, and the filtrate concentrated under reduced pressure to give the title compound as a colorless oil. LC-MS-conditions 08: tR=0.41 min; [M+H]+=158.07.

Workup

  1. customIn a flame dried round-bottomed flask equipped with a magnetic stir bar
  2. customuntil completion of the reaction
  3. filtrationThe mixture was then filtered
  4. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-b2c5b3ae5cd5413dade51e0febefe505
Source dataset
uspto-grants-2015_11
Patent number
US09187435B2

Reaction notes

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