6-TRIFLUOROMETHYL-INDAN-1-YLAMINE HCL → 6-(Trifluoromethyl)-2,3-dihydro-1H-inden-1-amine

HRID 2163157Notes

Reaction equation

HRID 2163157 reaction equation
Cl.[F:2][C:3]([F:15])([F:14])[C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][CH:10]2[NH2:13])=[CH:6][CH:5]=1>CCOCC>[F:2][C:3]([F:14])([F:15])[C:4]1[CH:12]=[C:11]2[C:7]([CH2:8][CH2:9][CH:10]2[NH2:13])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 227541266-TRIFLUOROMETHYL-INDAN-1-YLAMINE HCL

Product 1

HCID 227541276-(Trifluoromethyl)-2,3-dihydro-1H-inden-1-amine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The hydrochloride salt of 6-trifluoromethyl-1-aminoindane was prepared by dissolving the amine base in ether and saturating the etheral solution with gaseous HCl. The hydrochloride salt precipitated and was separated by filtration. 300 mg. of a colorless solid were obtained melting with partial decomposition at about 250° C. and showing a single spot on TLC were obtained. 6-Trifluoromethyl-1-aminoindane hydrochloride thus prepared melted above 260° C. after recrystallization from a methanol-ethyl acetate solvent mixture; pKa = 8.52.

Workup

  1. concentrationsaturating the etheral solution with gaseous HCl
  2. customThe hydrochloride salt precipitated
  3. customwas separated by filtration
  4. customof a colorless solid were obtained
  5. custommelting with partial decomposition at about 250° C.
  6. customwere obtained
  7. custommelted above 260° C.
  8. customafter recrystallization from a methanol-ethyl acetate solvent mixture

Sources & evidence

ORD record
ord-4cbec6fd6b904aaa8f9fb76dda3a30ad
Source dataset
uspto-grants-1979_01
Patent number
US04132737

Reaction notes

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