Water → 2-Chloro-N-isobutylacetamide

HRID 1722224Notes

Reaction equation

HRID 1722224 reaction equation
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH2:6]([NH2:10])[CH:7]([CH3:9])[CH3:8].O>CCOCC>[CH2:6]([NH:10][C:3](=[O:4])[CH2:2][Cl:1])[CH:7]([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 962WaterHCID 6558IsobutylamineHCID 6577Chloroacetyl chloride

Product 1

HCID 2223592-Chloro-N-isobutylacetamideYield 94.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Chloroacetyl chloride (37.58 g) was added dropwise over 1 hour to a solution of isobutylamine (46.8 g) in ether (500 ml) maintaining the temperature below 5° C. Water (100 ml) was then added, and the organic layer was separated and washed with dilute hydrochloric acid, sodium hydroxide, and brine dried (MgSO4). The solvent was removed in vacuo to yield N-isobutylchloroacetamide (47 g).

Workup

  1. temperaturemaintaining the temperature below 5° C
  2. customthe organic layer was separated
  3. washwashed with dilute hydrochloric acid, sodium hydroxide, and brine
  4. dry with materialdried (MgSO4)
  5. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-6eaf47b15d1d459ea3b71be0f9b7b614
Source dataset
uspto-grants-1989_08
Patent number
US04855086

Reaction notes

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