Reaktion #1275

ord-0d0c32a5746a47be8dab7284d54a01f0

Reaktionsgleichung

[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
Ausbeute 63.0%

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. 2
    Temperaturthe mixture heated to reflux
  3. 3
    SonstigeThe resulting solid was removed by filtration

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723615uspto-grants-1998_03