Sulfuric Acid → HCID 23329184, compound

HRID 225141Notes

Reaction equation

HRID 225141 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]1

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 54344564Ethyl 3-methyl-3-azabicyclo[3.1.0]hexane-1-carboxylate

Product 1

HCID 23329184HCID 23329184, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

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

  1. temperatureunder reflux for 15 hours
  2. temperatureAfter cooling
  3. filtrationThe resultant barium sulphate is filtered off
  4. customThe filtrate is evaporated
  5. filtrationAfter filtration through talc
  6. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-c5ad1d9922ab4bc69d8c6c9a7983966e
Source dataset
uspto-grants-1980_11
Patent number
US04235921

Reaction notes

Loading…