Water → 2-Chloro-N-isobutylacetamide

HRID 2106862Notes

Reaction equation

HRID 2106862 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 and 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-e7d75dfb7a264a6b8ffa0a630c7c76b2
Source dataset
uspto-grants-1990_06
Patent number
US04931469

Reaction notes

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