Water → 2-((2-Aminophenyl)amino)ethan-1-ol

HRID 1886050

반응식

HRID 1886050 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[NH:6][CH2:7][CH2:8][OH:9])([O-])=O.Cl[Sn]Cl.O.[OH-].[Na+]>CCO>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[CH:10][C:5]=1[NH:6][CH2:7][CH2:8][OH:9]

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 78637HC Yellow No. 2

생성물 1

HCID 21140322-((2-Aminophenyl)amino)ethan-1-ol수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

According to the procedure of B. Agai, et al., Tetrahedron, 32, 839, (1976), a mixture of 2-(2-nitroanilino)ethanol (43.1 g, 0.237 mol), SnCl2.2 H2O (267.0 g, 1.18 mol), and EtOH (400 mL), was heated under reflux for 4 hours. The mixture was cooled, made basic (pH8) with 2.5N NaOH, and filtered through Celite. The filtrate was concentrated to remove the EtOH and the aqueous phase was extracted with EtOAc. The combined extracts were washed with H2O and brine, dried, and concentrated. Recrystallization from EtOH gave 31.0 g (86%) of a brown solid m.p. 105°-106° C.

후처리

  1. temperatureunder reflux for 4 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered through Celite
  4. concentrationThe filtrate was concentrated
  5. customto remove the EtOH
  6. extractionthe aqueous phase was extracted with EtOAc
  7. washThe combined extracts were washed with H2O and brine
  8. customdried
  9. concentrationconcentrated
  10. customRecrystallization from EtOH

출처 및 근거

ORD 기록
ord-08bb1e59f38047dc92ca8cb59ef45519
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05149700

연결된 노트

불러오는 중…