Water → N-(2,3-Dihydro-1H-inden-2-yl)acetamide

HRID 1612893Notes

Reaction equation

HRID 1612893 reaction equation
Cl.[NH2:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4]1.C(=O)([O-])[O-].[K+].[K+].O.[C:19](Cl)(=[O:21])[CH3:20]>C(OCC)(=O)C>[C:19]([NH:2][CH:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4]1)(=[O:21])[CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 11430Potassium CarbonateHCID 1227642-Aminoindan hydrochloride

Product 1

HCID 12452137N-(2,3-Dihydro-1H-inden-2-yl)acetamideYield 88.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of 2-aminoindan hydrochloride (10.40 g), potassium carbonate (34.2 g), water (100 ml) and ethyl acetate (150 ml) is added dropwise acetyl chloride (9.68 g) under ice cooling. The mixture is stirred at 0° C. for 1.5 hour, and the ethyl acetate layer is separated, washed with aqueous saline solution, dried, and then the solvent is distilled off under reduced pressure. The residue is recrystallized from ethyl acetate - n-hexane to give 2-acetylaminoindan (9.5 g) as colorless crystals. m.p. 126.5°-127.5° C.

Workup

  1. customthe ethyl acetate layer is separated
  2. washwashed with aqueous saline solution
  3. customdried
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe residue is recrystallized from ethyl acetate - n-hexane

Sources & evidence

ORD record
ord-3e5056704eb7465981978933d80a8b4c
Source dataset
uspto-grants-1993_03
Patent number
US05190975

Reaction notes

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