Acetic Anhydride → N-(2,3-Dihydro-1H-inden-5-yl)acetamide

HRID 2356187Notes

Reaction equation

HRID 2356187 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2.[C:11](OC(=O)C)(=[O:13])[CH3:12]>C(O)(=O)C>[C:11]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH2:7][CH2:6][CH2:5]2)(=[O:13])[CH3:12]

Participants

4

Conditions

Temperature
50 °C

Procedure

After 33.3 g (0.25 mol) of 5-aminoindane (manufactured by Tokyo Chemical Industry Co., Ltd.) was dissolved in 250 ml of glacial acetic acid, the solution was heated at 50° C., and 51.0 g (0.5 mol) of acetic anhydride was added dropwise. After the termination of the dropping, stirring was performed for 4 hours. After the termination of the reaction, the reaction solution was poured into 1500 ml of ice water with stirring. Precipitated crystals were separated by filtration, and washed with 1000 ml of water. The resulting crystals were dried to obtain 37.06 g of 5-(N-acetylamino)indane (yield: 84.6%, melting point: 100.5 to 103.5° C.).

Workup

  1. customAfter the termination of the reaction
  2. stirringwith stirring
  3. customPrecipitated crystals
  4. customwere separated by filtration
  5. washwashed with 1000 ml of water
  6. customThe resulting crystals were dried

Sources & evidence

ORD record
ord-8dd70f091bce4476921ebcf4c1465afb
Source dataset
uspto-grants-2010_07
Patent number
US07759030B2

Reaction notes

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