Реакция #1275

ord-0d0c32a5746a47be8dab7284d54a01f0

Уравнение реакции

[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
Выход 63.0%

Условия реакции

Температура
0°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. 2
    Температураthe mixture heated to reflux
  3. 3
    ДругоеThe resulting solid was removed by filtration

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723615uspto-grants-1998_03