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

HRID 1179

反応式

HRID 1179 の反応式
[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]

参加物

6

反応物 5

HCID 962WaterHCID 1118Sulfuric AcidHCID 6342Acetonitrile2 回HCID 14798Sodium HydroxideHCID 247603trans-1,2-Indandiol

生成物 1

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

反応条件

温度
0 °C

実験手順

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).

後処理

  1. temperatureThe mixture was gradually warmed to 20° C. and aged to 3 hours
  2. temperaturethe mixture heated to reflux
  3. customThe resulting solid was removed by filtration

出典と根拠

ORDレコード
ord-0d0c32a5746a47be8dab7284d54a01f0
出典データセット
uspto-grants-1998_03
特許番号
US05723615

関連ノート

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