Reaction #1909807

Reaction equation

morphine

hydrazine hydrate

sodium hydrogencarbonate

hydrazine hydrate

hydrazine hydrate

methylchloroformate

→

normorphine

Yield 77.4%

Solvents

Chloroform

Conditions

Workup

1. 1
   workup.ADDITIONare added
2. 2
   Temperaturethen the thus obtained mixture is refluxed for 8 hours
3. 3
   FiltrationNon-organic material is filtered from the reacted material
4. 4
   Otherand a solvent medium is evaporated under a reduced pressure
5. 5
   Otherto obtain a residue
6. 6
   WashThe thus deposited crystal is washed with water, acetone and chloroform

Procedure

After melting 3.82 g of morphine in 190 ml of Chloroform, 20.9 g of methylchloroformate and 16.0 g of sodium hydrogencarbonate are added; then the thus obtained mixture is refluxed for 8 hours. Non-organic material is filtered from the reacted material; the filtered material is subjected to a dehydration with the aid of anhydrous sodium sulfate; and a solvent medium is evaporated under a reduced pressure to obtain a residue thereof having a light yellow color and a viscosity. Into the thus obtained residue, 11.4 ml of 97% hydrazine hydrate is added, and then 15.2 ml of 64% hydrazine hydrate is further added; then the residue with the hydrazine hydrate is refluxed for 12 hours to deposit crystal. The thus deposited crystal is washed with water, acetone and chloroform to obtain 2.81 g of normorphine. Whether the thus obtained substance is a desired normorphine is checked by a nuclear magnetic resonance (NMR) method.

Source