Hypochlorous Acid → N-chlor-2,2-dimethyl valeramide

HRID 1109271

Reaction equation

HRID 1109271 reaction equation
[CH3:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:8])[C:3]([NH2:5])=[O:4].[Cl:10]O>C(OCC)(=O)C>[Cl:10][NH:5][C:3](=[O:4])[C:2]([CH3:9])([CH3:1])[CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 24341Hypochlorous AcidHCID 831802,2-Dimethylpentanamide

Product 1

HCID 19022270N-chlor-2,2-dimethyl valeramideYield 88.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

A stirred suspension of 2,2-dimethyl valeramide (35 g, 271 mmol) in ethyl acetate (200 ml) was cooled to 0° C. and hypochlorous acid (40.0 g of 36.2% solution, 276 mmol) was added dropwise over 12 minutes. The resulting clear yellow solution was then stirred for 30 minutes at room temperature, the organic phase separated and dried (MgSO4) and the ethyl acetate removed in vacuo to give 39.35 g of low-melting solid product.

Workup

  1. customthe organic phase separated
  2. dry with materialdried (MgSO4)
  3. customthe ethyl acetate removed in vacuo

Sources & evidence

ORD record
ord-47a3c4770d9846749b355cca7ab1d623
Source dataset
uspto-grants-1994_06
Patent number
US05319133

Linked notes

Loading…