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5-Bromo-2,3-dihydro-1H-inden-1-amine

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5-Bromo-2,3-dihydro-1H-inden-1-amine Basic information

Product Name:
5-Bromo-2,3-dihydro-1H-inden-1-amine
Synonyms:
  • 5-BROMO-INDAN-1-YLAMINE
  • 5-BROMO-2,3-DIHYDRO-1H-INDEN-1-AMINE
  • 1H-INDEN-1-AMINE, 5-BROMO-2,3-DIHYDRO-
  • 5-BROMO-2,3-DIHYDRO-1H-INDEN-1-AMINE HYDROCHLORIDE
  • 5-bromoindan-1-amine
  • 5-bromo-2,3-dihydro-1H-indene-1-amine
CAS:
185122-74-1
MF:
C9H10BrN
MW:
212.09
Mol File:
185122-74-1.mol
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5-Bromo-2,3-dihydro-1H-inden-1-amine Chemical Properties

Boiling point:
278.2±40.0 °C(Predicted)
Density 
1.490±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
9.05±0.20(Predicted)
InChI
InChI=1S/C9H10BrN/c10-7-2-3-8-6(5-7)1-4-9(8)11/h2-3,5,9H,1,4,11H2
InChIKey
IEUKCNPRRGOGDG-UHFFFAOYSA-N
SMILES
C1(N)C2=C(C=C(Br)C=C2)CC1
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5-Bromo-2,3-dihydro-1H-inden-1-amine Usage And Synthesis

Synthesis

To a solution of 5-bromo-2,3-dihydro-1H-inden-1-one (100 g, 474 mmol, 1.00 equiv) in methanol (1.5 L) was added ammonium formate (300 g, 4.76 mol, 10.0 equiv). After stirring for 1 h, NaBH3CN (90 g, 1.43 mol, 3.02 equiv) was added. The mixture was heated at 60 ℃ for 2 h, concentrated under reduced pressure, and purified by silica gel chromatography (EA/PE, 1/10) to afford 64 g (64%) of 5-Bromo-2,3-dihydro-1H-inden-1-amine as a brown solid.

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