Acetyl chloride → HCID 20356320, compound

HRID 371746Notes

Reaction equation

HRID 371746 reaction equation
[NH2:1][C:2]12[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.[C:11](Cl)(=[O:13])[CH3:12]>N1C=CC=CC=1>[C:11]([NH:1][C:2]12[C:8]([CH3:10])([CH3:9])[CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3]2)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 20356317HCID 20356317, compound

Product 1

HCID 20356320HCID 20356320, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1-amino-7,7-dimethylnorbornane (1.022 g) in pyridine (10 ml) was cooled in an ice-bath and stirred whilst acetyl chloride (1 ml) was added dropwise. The ice-bath was removed and the mixture was kept at room temperature until the reaction was complete. Dilution with water, acidification with dilute hydrochloric acid and extraction with ether afforded the crude product which was purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether to give 1-acetamido-7,7-dimethylnorbornane m.p. 133°-134° (Kofler) after previous softening.

Workup

  1. additionwas added dropwise
  2. customThe ice-bath was removed
  3. customwas kept at room temperature until the reaction
  4. extractionDilution with water, acidification with dilute hydrochloric acid and extraction with ether
  5. customafforded the crude product which
  6. filtrationwas purified by filtration through a small column of neutral alumina and crystallization from ether-petroleum ether

Sources & evidence

ORD record
ord-6dfa1c2b6aa54a28b18769a8920e6db4
Source dataset
uspto-grants-1978_05
Patent number
US04087551

Reaction notes

Loading…