Hydrochloric Acid → 1-(3,8-Diaza-bicyclo[3.2.1]oct-3-yl)-ethanone hydrochloride

HRID 1841980Notes

Reaction equation

HRID 1841980 reaction equation
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][N:11]([C:16](=[O:18])[CH3:17])[CH2:12]2)=O)(C)(C)C.[ClH:19].O1CCOCC1>C(Cl)Cl>[ClH:19].[CH:13]12[NH:8][CH:9]([CH2:15][CH2:14]1)[CH2:10][N:11]([C:16](=[O:18])[CH3:17])[CH2:12]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86695356Tert-butyl 3-acetyl-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

Product 1

HCID 672056821-(3,8-Diaza-bicyclo[3.2.1]oct-3-yl)-ethanone hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3-acetyl-3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (1.20 g, 4.49 mmol) in DCM (25 mL) is added 4M HCl in 1,4-dioxane (20.0 mL, 80.0 mmol) and the reaction stirred at about 25° C. for 18 hours. The reaction is concentrated, suspended in Et2O, and filtered to afford the title compound (U) as a hydroscopic solid.

Workup

  1. concentrationThe reaction is concentrated
  2. filtrationfiltered

Sources & evidence

ORD record
ord-86f155177b3c4d1faf0382b932cf5a35
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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