Hydrochloric Acid → Propanamide, N-(2,3-dihydro-1H-inden-2-yl)-

HRID 327025

Reaction equation

HRID 327025 reaction equation
ClCCl.Cl.[NH2:5][CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1.[C:15](Cl)(=[O:18])[CH2:16][CH3:17].Cl>C(N(CC)CC)C>[CH2:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14][CH:6]1[NH:5][C:15](=[O:18])[CH2:16][CH3:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 62324Propionyl chlorideHCID 1227642-Aminoindan hydrochloride

Product 1

HCID 11701165Propanamide, N-(2,3-dihydro-1H-inden-2-yl)-Yield 87.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

200 ml of dichloromethane, then 15 ml, i.e. 10.9 g (107.6 mmmol) of triethylamine were added to 5 g (29.5 mmol) of 2-aminoindan hydrochloride. The mixture was stirred, then 2.6 ml (29.5 mmol) of propionyl chloride were added and stirring was continued at room temperature for 12 h. Dilute hydrochloric acid was added, the precipitate was filtered, washed, dried and purified by chromatography on a silica gel column, eluted with an 80:20 mixture of dichloromethane/ethyl acetate. 4.87 g of beige solid were isolated.

Workup

  1. stirringstirring
  2. filtrationthe precipitate was filtered
  3. washwashed
  4. customdried
  5. custompurified by chromatography on a silica gel column
  6. washeluted with an 80:20 mixture of dichloromethane/ethyl acetate

Sources & evidence

ORD record
ord-d075939707894104a700c725e0acd730
Source dataset
uspto-grants-1993_12
Patent number
US05272157

Linked notes

Loading…