2-Chloroethyl chloroformate → 8-Azabicyclo(3.2.1)octan-3-one

HRID 2265136Notes

Reaction equation

HRID 2265136 reaction equation
C[N:2]1[CH:6]2[CH2:7][C:8]([CH2:10][CH:3]1[CH2:4][CH2:5]2)=[O:9].ClC(OCCCl)=O>C(Cl)(Cl)Cl>[CH:3]12[NH:2][CH:6]([CH2:5][CH2:4]1)[CH2:7][C:8](=[O:9])[CH2:10]2

Participants

4

Reactant 2

HCID 123052-Chloroethyl chloroformateHCID 79038Npc164516

Product 1

HCID 4344538-Azabicyclo(3.2.1)octan-3-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

25 g of tropinone was dissolved in 100 mL of chloroform, and 50 mL of chloroethyl chloroformate was added thereto, and stirred at room temperature for 6 hours. The reaction liquid was concentrated, and 100 mL of methanol was added thereto, and heated overnight under reflux. The reaction liquid was cooled to room temperature, and concentrated to obtain a crude product of the entitled compound.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated
  3. addition100 mL of methanol was added
  4. temperatureheated overnight
  5. temperatureunder reflux
  6. customThe reaction liquid
  7. temperaturewas cooled to room temperature
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-5d850fd9e9a54c1d9ecd3a1c7ecca560
Source dataset
uspto-grants-2010_12
Patent number
US07855294B2

Reaction notes

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