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

HRID 1179

반응식

HRID 1179 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

6

반응물 5

HCID 962WaterHCID 1118Sulfuric AcidHCID 6342Acetonitrile2회HCID 14798Sodium HydroxideHCID 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).

후처리

  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

출처 및 근거

ORD 기록
ord-0d0c32a5746a47be8dab7284d54a01f0
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723615

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