Water → N-Cyclohexylbenzamide

HRID 2421615Notes

Reaction equation

HRID 2421615 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>C1COCC1>[CH:1]1([NH:7][C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 7965Cyclohexylamine

Product 1

HCID 15657N-Cyclohexylbenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclohexylamine (8.5 mL, 0.1 mole) was added drop wise to a solution of benzoylchloride (1.17 mL, 10 mmol) in 35 mL of dry THF at 0° C. The reaction was then stirred at room temperature for 3 hours. After that time water was added and the mixture was poured onto crushed ice. A white solid precipitated. It was collected by filtration and rinsed thoroughly with water. The solid was then dried under vacuum (1.63 g, 80%). NMR 1H (ppm, CDCl3): 7.72 (d, J3=6.78 Hz, 2H), 7.48-7.36 (m, 3H), 6.02 (br. d., J3=6.58 Hz, 1H), 4.00-3.89 (m, 1H), 2.03-1.99 (m, 2H), 1.79-1.71 (m, 3H), 1.44-1.37 (m, 2H), 1.25-1.15 (m, 3H).

Workup

  1. additionthe mixture was poured
  2. customonto crushed ice
  3. customA white solid precipitated
  4. filtrationIt was collected by filtration
  5. washrinsed thoroughly with water
  6. customThe solid was then dried under vacuum (1.63 g, 80%)

Sources & evidence

ORD record
ord-dfced4f288484d12b0f7fae255bff981
Source dataset
uspto-grants-2011_06
Patent number
US07956216B2

Reaction notes

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