Hydrochloric Acid → 1-Azabicyclo[2.2.1]heptan-3-ol hydrochloride

HRID 383945Notes

Reaction equation

HRID 383945 reaction equation
[N:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=[O:8])[CH2:2]2.[ClH:9]>[Pt]=O.CCO>[ClH:9].[N:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([OH:8])[CH2:2]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 108554071-Azabicyclo[2.2.1]heptan-3-one

Product 1

HCID 685941551-Azabicyclo[2.2.1]heptan-3-ol hydrochloride

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-azabicyclo[2.2.1]heptan-3-one (Journal of Medicinal Chemistry, 1990, 33, pp. 2690-2697), hydrochloride (350 mg), platinum oxide (35 mg), and EtOH (5 mL) was stirred at room temperature under a hydrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to obtain 1-azabicyclo[2.2.1]heptan-3-ol hydrochloride as a pale brown solid.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-91301bffe9f34608abe4a4981fa409e6
Source dataset
uspto-grants-2013_02
Patent number
US08367696B2

Reaction notes

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