HCID 178511566, compound → 2-Azabicyclo(2.2.2)octan-3-one

HRID 1896283Notes

Reaction equation

HRID 1896283 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([C:8]([OH:10])=O)[CH2:4][CH2:3]1>C(Cl)Cl>[CH:2]12[CH2:7][CH2:6][CH:5]([CH2:4][CH2:3]1)[C:8](=[O:10])[NH:1]2

Participants

3

Reactant 1

HCID 178511566HCID 178511566, compound

Product 1

HCID 1378872-Azabicyclo(2.2.2)octan-3-oneYield 86.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

cis-4-Aminocyclohexyl carboxylic acid (1.60 g, 11.2 mmol) was heated to 290° C. for 15 min. After completion of the reaction, the reaction mixture was suspended in DCM and filtered. The organic layer was evaporated to dryness to afford 1.20 g (86.3%) of 2-azabicyclo[2.2.2]octan-3-one as an off white solid.

Workup

  1. customAfter completion of the reaction
  2. filtrationfiltered
  3. customThe organic layer was evaporated to dryness

Sources & evidence

ORD record
ord-a004805ff3194c1882956d967ce47f3f
Source dataset
uspto-grants-2013_08
Patent number
US08518948B2

Reaction notes

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