Nitroethane → HCID 57049369, compound

HRID 1415419Notes

Reaction equation

HRID 1415419 reaction equation
[CH:1]1([C:4](=O)[CH:5]=[CH:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.[N+:14]([CH2:17][CH3:18])([O-:16])=[O:15].C[O-:20].[Na+].[Na]>CO>[CH:1]1([CH2:4][C:5](=[O:20])[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:17]([N+:14]([O-:16])=[O:15])[CH3:18])[CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 6587NitroethaneHCID 300079HCID 300079, compoundHCID 5360545SodiumHCID 10942334Sodium Methoxide

Product 1

HCID 57049369HCID 57049369, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

22.5 G of 1-cyclopropyl-3-phenylprop-2-en-1-one and 12 ml of nitroethane in 130 ml of methanol containing sodium methylate prepared from 1.6 g of sodium is refluxed for 12 hours. After cooling, the reagents are destroyed with water-ice, neutralised with dilute hydrochloric acid and extracted with ether; the ether extract is washed with water and dried over sodium sulphate. The ether is evaporated in vacuo to give 19 g of 1-cyclopropyl-3-phenyl-4-nitropentanone which is used in the crude form for the remainder of the operations.

Workup

  1. temperatureis refluxed for 12 hours
  2. temperatureAfter cooling
  3. customthe reagents are destroyed with water-ice
  4. extractionextracted with ether
  5. extractionthe ether extract
  6. washis washed with water
  7. dry with materialdried over sodium sulphate
  8. customThe ether is evaporated in vacuo

Sources & evidence

ORD record
ord-4c144ceaeeb747c6937d37018b00085a
Source dataset
uspto-grants-1977_01
Patent number
US04005103

Reaction notes

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