Sulfuric Acid → 3-Methyl-3-azabicyclo[3.1.0]hexane-1-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]12[CH2:11][CH:10]1[CH2:9][N:8]([CH3:12])[CH2:7]2)=[O:5])C.S(=O)(=O)(O)O>C(O)C.O>[CH3:12][N:8]1[CH2:9][CH:10]2[C:6]([C:4]([OH:5])=[O:3])([CH2:11]2)[CH2:7]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 10 g of 3-methyl-3-azabicyclo[3.1.0]-hexane-1-carboxylic acid ethyl ester in 20 ml of ethanol is treated with a solution of 18.8 g of Ba(OH)2 ·8H2O in 500 ml of water. The resultant mixture is boiled under reflux for 15 hours. After cooling, the mixture is neutralized with 10% sulphuric acid. The resultant barium sulphate is filtered off. The filtrate is evaporated and taken up in methanol. After filtration through talc, the filtrate is concentrated to yield the title compound as crystals of M.Pt. 193°-195°.
Workup
- temperatureunder reflux for 15 hours
- temperatureAfter cooling
- filtrationThe resultant barium sulphate is filtered off
- customThe filtrate is evaporated
- filtrationAfter filtration through talc
- concentrationthe filtrate is concentrated
Sources & evidence
- ORD record
- ord-c5ad1d9922ab4bc69d8c6c9a7983966e
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04235921
Reaction notes
Loading…