Ammonia → Cyclohexanecarboxamide

HRID 2176871Notes

Reaction equation

HRID 2176871 reaction equation
[NH3:1].[CH:2]1([C:8](Cl)=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>C(Cl)(Cl)Cl>[CH:2]1([C:8]([NH2:1])=[O:9])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 14283CyclohexanecarboxamideYield 46.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Aqueous ammonia was added to solution of cyclohexanecarbonyl chloride (500 mg, 3.41 mmol) in CHCl3 (10 ml). After completion of reaction, the reaction mixture was diluted with CHCl3 (2×30 ml). The organic layer was washed with saturated sodium bicarbonate solution, brine and dried over anhydrous sodium sulfate. The organic layer was concentrated under vacuum, crude compound was washed with hexane (2×8 ml) and dried to afford 200 mg (46.1%) of cyclohexanecarboxamide.

Workup

  1. customAfter completion of reaction
  2. washThe organic layer was washed with saturated sodium bicarbonate solution, brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationThe organic layer was concentrated under vacuum, crude compound
  5. washwas washed with hexane (2×8 ml)
  6. customdried

Sources & evidence

ORD record
ord-9976ed9797d7494788404d6979fd78a6
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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