Réaction #1275

ord-0d0c32a5746a47be8dab7284d54a01f0

Équation de réaction

[Na+].[OH-]
sodium hydroxide
O=S(=O)(O)O
sulfuric acid
O[C@@H]1Cc2ccccc2[C@H]1O
Trans-1,2-indandiol
CC#N
acetonitrile
CC#N
acetonitrile
O
Water
N[C@@H]1c2ccccc2C[C@@H]1O
cis-1-amino-2-indanol
Rendement 63.0%

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. 2
    Températurethe mixture heated to reflux
  3. 3
    AutreThe resulting solid was removed by filtration

Mode opératoire

Trans-1,2-indandiol (1.5 g) was dissolved in acetonitrile (25 mL) cooled to 0° C., and concentrated sulfuric acid (1.1 mL) was added. The mixture was gradually warmed to 20° C. and aged to 3 hours. Water (2 mL) was added and the mixture heated to reflux. Concentrated aqueous sodium hydroxide was added to adjust the pH to 12. The resulting solid was removed by filtration to provide an aqueous acetonitrile solution of cis-1-amino-2-indanol (1.02 g, 63% yield).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723615uspto-grants-1998_03