Ammonium Hydroxide → Cyclohexaneacetamide

HRID 1049334Notes

Reaction equation

HRID 1049334 reaction equation
[CH:1]1([CH2:7][C:8](Cl)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH4+:11].[OH-].C([O-])(O)=O.[Na+]>CCOC(C)=O>[CH:1]1([CH2:7][C:8]([NH2:11])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 516892Sodium BicarbonateHCID 2757989Cyclohexylacetyl chloride

Product 1

HCID 95078CyclohexaneacetamideYield 52.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Cyclohexylacetyl chloride (1 mL, 6.52 mmol) was added to solution of NH4OH (˜15M, 5 mL, ˜75 mmol) in EtOAc (5 mL) and satd. NaHCO3 (5 mL) and stirred at RT for 20 minutes. The layers were separated, the aqueous layer extracted with EtOAc (2×) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford 2-cyclohexylacetamide (481 mg, 52%) as a white solid.

Workup

  1. customThe layers were separated
  2. extractionthe aqueous layer extracted with EtOAc (2×)
  3. dry with materialthe combined organics were dried over Na2SO4
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-3feaf4fb6a6b4d079e330514e3cd1ba5
Source dataset
uspto-grants-2016_07
Patent number
US09382228B2

Reaction notes

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