Reaction #2047

Reaction equation

5-aminoacenaphthene

acetic anhydride

5-aminoacenaphthene

→

5-(N-acetylamino)acenaphthene

Yield 96.4%

Solvents

acetic acid

Conditions

Workup

1. 1
   workup.DISSOLUTIONto dissolve
2. 2
   workup.ADDITIONthe dropwise addition
3. 3
   workup.STIRRINGthe mixture was stirred at the same temperature for 2 hours
4. 4
   Otherto precipitate a crystal, which
5. 5
   Filtrationwas then filtrated
6. 6
   Washwashed with water
7. 7
   Otherdried

Procedure

50 ml of glacial acetic acid was added to 6.77 g (0.04 mol) of 5-aminoacenaphthene and the mixture was stirred at 60° C. to dissolve, and 8.16 g (0.08 mol) acetic anhydride was dropwise added thereto for 15 minutes. After finishing the dropwise addition, the mixture was stirred at the same temperature for 2 hours. The reaction was determined to be finished when disappearance of 5-aminoacenaphthene was identified. The reaction product was poured into 500 ml of ice water to precipitate a crystal, which was then filtrated, washed with water and dried. As this result, 8.15 g (yield: 96.4%, melting point: 180.0°-186.0° C.) of 5-(N-acetylamino)acenaphthene was obtained.

Source