Hydrochloric Acid → N-(2-cycloheptenyl)propionamide

HRID 247615Notes

Reaction equation

HRID 247615 reaction equation
[CH:1]1([NH2:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.C(N(CC)CC)C.[C:16](Cl)(=[O:19])[CH2:17][CH3:18].Cl>C(Cl)(Cl)Cl>[CH:1]1([NH:8][C:16](=[O:19])[CH2:17][CH3:18])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 11263481Cyclohept-2-en-1-amine

Product 1

HCID 13590826N-(2-cycloheptenyl)propionamideYield 89.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
20 °C

Procedure

To a mixture of 2-cycloheptenylamine (1.11 g, 10 mmoles), triethylamine (1.01 g, 10 mmoles) and chloroform (10 ml), propionyl chloride (0.93 g, 10 mmoles) was added dropwise at 0° to 5° C. After stirring at 20° C. for 3 hours, the reaction mixture was poured into a 1N hydrochloric acid, and the separated organic layer was washed with a saturated aqueous sodium chloride solution and concentrated to obtain 1.50 g of N-(2-cycloheptenyl)propionamide [Compound (51)].

Workup

  1. additionwas added dropwise at 0° to 5° C
  2. washthe separated organic layer was washed with a saturated aqueous sodium chloride solution
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-8df7a4e3518e45b2863725b829b7cd28
Source dataset
uspto-grants-1987_11
Patent number
US04709052

Reaction notes

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