Reaction #1797493

ord-7573a06fde9e4be5af8da2e0a35cb8d9

Reaction equation

Nc1ccc2c(c1)CCC2
5-aminoindane
CC(=O)OC(C)=O
acetic anhydride
CC(=O)Nc1ccc2c(c1)CCC2
5-(N-acetylamino)indane
Yield 84.6%

Reagents

None

Conditions

Temperature
50°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONAfter completion of the dropwise addition
  2. 2
    OtherAfter completion of the reaction
  3. 3
    Otherthe reaction liquid
  4. 4
    workup.STIRRINGwhile stirring
  5. 5
    OtherCrystals precipitated
  6. 6
    Filtrationwere filtered off
  7. 7
    Washwashed with 1,000 ml of water
  8. 8
    OtherThe crystals obtained
  9. 9
    Otherwere dried

Procedure

33.3 g (0.25 mol) of 5-aminoindane (a product of Tokyo Chemical Industry Co. Ltd.) was dissolved in 250 ml of glacial acetic acid, the resulting solution was heated to 50° C., and 51.0 g (0.5 mol) of acetic anhydride was added dropwise thereto. After completion of the dropwise addition, the resulting solution was stirred for 4 hours. After completion of the reaction, the reaction liquid was poured in 1,500 ml of ice water while stirring. Crystals precipitated were filtered off, and washed with 1,000 ml of water. The crystals obtained were dried to obtain 37.06 g of 5-(N-acetylamino)indane (yield: 84.6%, melting point: 100.5 to 103.5° C.)

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07790342B2uspto-grants-2010_09