Water → (1R,2S)-(+)-cis-1-Amino-2-indanol

반응식

[C@@H:1]1(O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[OH:10].S(=O)(=O)(O)O.O.[OH-].[Na+].C(#[N:22])C>>[NH2:22][C@@H:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@@H:2]1[OH:10]

참가 물질

반응물 5

HCID 962Water

HCID 1118Sulfuric Acid

HCID 6342Acetonitrile2회

HCID 14798Sodium Hydroxide

HCID 247603trans-1,2-Indandiol

생성물 1

HCID 2725045(1R,2S)-(+)-cis-1-Amino-2-indanol수율 63%

반응 조건

온도: 0 °C

실험 절차

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).