Nitromethane → 5-Nitro-2-pentanone

HRID 857441Notes

Reaction equation

HRID 857441 reaction equation
[CH:1]([C:3]([CH3:5])=[O:4])=[CH2:2].[N+:6]([CH3:9])([O-:8])=[O:7].[F-].[K+]>C1COCC1>[N+:6]([CH2:9][CH2:2][CH2:1][C:3](=[O:4])[CH3:5])([O-:8])=[O:7]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 6570Methyl vinyl ketoneHCID 522689Potassium Fluoride

Product 1

HCID 42950035-Nitro-2-pentanoneYield 93.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl vinyl ketone (4.17 ml, 0.05 moles), nitromethane (24.4 ml, 0.45 moles) and THF (250 ml) were mixed and stirred together under nitrogen. Potassium fluoride on alumina (10 g) was added and the mixture stirred for 2 hours at ambient temperature. The reaction was filtered and the filtrate was evaporated to give crude 5-nitro-2-pentanone as a pale yellow oil (6.11 g, 93%).

Workup

  1. stirringthe mixture stirred for 2 hours at ambient temperature
  2. filtrationThe reaction was filtered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4850c597e41e47429cd877545da0ffbf
Source dataset
uspto-grants-2006_12
Patent number
US07145014B2

Reaction notes

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