Ethanol → Ethyl 3-methyl-3-azabicyclo[3.1.0]hexane-1-carboxylate

HRID 225140Notes

Reaction equation

HRID 225140 reaction equation
Cl.Cl.[CH2:3]([O:5][C:6]([C:8]12[CH2:13][CH:12]1[CH2:11][N:10]([CH3:14])[CH2:9]2)=N)[CH3:4].C([OH:17])C>O>[CH2:3]([O:5][C:6]([C:8]12[CH2:13][CH:12]1[CH2:11][N:10]([CH3:14])[CH2:9]2)=[O:17])[CH3:4]

Participants

4

Reactant 2

HCID 702EthanolHCID 70593565HCID 70593565, compound

Product 1

HCID 54344564Ethyl 3-methyl-3-azabicyclo[3.1.0]hexane-1-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Crude 3-methyl-3-azabicyclo[3.1.0]hexane-1-carboximidic acid ethyl ester dihydrochloride (obtained as described below) is boiled under reflux for 3 hours in 30 ml of ethanol and 0.6 ml of water. After evaporation, the resultant residue is made alkaline with an aqueous sodium bicarbonate solution. Extraction with methylene chloride gives the title compound (M.Pt. of napthalene-1,5-disulphonate 161°-165°).

Workup

  1. customAfter evaporation
  2. extractionExtraction with methylene chloride

Sources & evidence

ORD record
ord-c5c1528743eb49af88960be021bdc813
Source dataset
uspto-grants-1980_11
Patent number
US04235921

Reaction notes

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