Hydrochloric Acid → 6-Amino-5-chloro-2-methyl-1-indanone

HRID 65939Notes

Reaction equation

HRID 65939 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[N+:12]([O-])=O)[C:8](=[O:15])[CH:7]([CH3:16])[CH2:6]2>C(O)C.[Fe]>[NH2:12][C:11]1[CH:10]=[C:9]2[C:5]([CH2:6][CH:7]([CH3:16])[C:8]2=[O:15])=[CH:4][C:3]=1[Cl:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 227563825-Chloro-2-methyl-6-nitro-1-indanone

Product 1

HCID 227563766-Amino-5-chloro-2-methyl-1-indanone

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

13.6 Milliliters of concentrated hydrochloric acid are added dropwise to a mixture of 30.7 g (0.136 mole) of 5-chloro-2-methyl-6-nitro-1-indanone and 24.55 g of iron powder in 340 ml of ethanol, and the suspension is boiled for 4 hours. The mixture is filtered off with suction from the precipitate in a hot state, after which process the compound precipitates partially from the filtrate when cooling. After having distilled off the solvent to a large extent, the precipitate is completed by diluting with water.

Workup

  1. filtrationThe mixture is filtered off with suction from the precipitate in a hot state
  2. customafter which process the compound precipitates partially from the filtrate when
  3. temperaturecooling
  4. distillationAfter having distilled off the solvent to a large extent
  5. additionby diluting with water

Sources & evidence

ORD record
ord-26e39c63945e46578ad5a38ab426328c
Source dataset
uspto-grants-1978_12
Patent number
US04129656

Reaction notes

Loading…