Ammonium Chloride → HCID 15789718, compound

HRID 1289370Notes

Reaction equation

HRID 1289370 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[Cl-].[NH4+].[C:7]1([C:13]2([CH3:20])[O:19][CH:14]2[C:15]([O:17][CH3:18])=[O:16])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CO>[N:1]([C:13]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)([CH3:20])[CH:14]([OH:19])[C:15]([O:17][CH3:18])=[O:16])=[N+:2]=[N-:3]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 228011Methyl 3-methyl-3-phenyloxirane-2-carboxylate

Product 1

HCID 15789718HCID 15789718, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

19.5 g (300 mmol) of sodium azide and 16.0 g (300 mmol) of ammonium chloride are suspended in 400 ml of methanol and treated with 19.2 g (100 mmol) of methyl 3-phenyl-2,3-epoxybutyrate. The mixture is stirred for 9 hours under reflux and for 12 hours at room temperature, the majority of the methanol is distilled off and the residue is treated with 200 ml of water. It is then extracted with ethyl acetate, and the organic phases are dried and concentrated. The residual oil is treated with a little diethyl ether and the crystals formed are filtered off with suction.

Workup

  1. distillationthe majority of the methanol is distilled off
  2. additionthe residue is treated with 200 ml of water
  3. extractionIt is then extracted with ethyl acetate
  4. customthe organic phases are dried
  5. concentrationconcentrated
  6. additionThe residual oil is treated with a little diethyl ether
  7. customthe crystals formed
  8. filtrationare filtered off with suction

Sources & evidence

ORD record
ord-43dc086ff8ab495994ef1875e224169f
Source dataset
uspto-grants-1998_05
Patent number
US05750469

Reaction notes

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