Ethanolamine → 2-(2-Hydroxyethylamino)-1-(4-nitrophenyl)ethanol

HRID 387229

반응식

HRID 387229 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:12][O:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:13]([CH2:15][NH2:16])[OH:14]>>[OH:14][CH2:13][CH2:15][NH:16][CH2:12][CH:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)[OH:11]

참가 물질

3

반응물 2

HCID 700EthanolamineHCID 922282-(4-Nitrophenyl)oxirane

생성물 1

HCID 671197212-(2-Hydroxyethylamino)-1-(4-nitrophenyl)ethanol수율 60%

반응 조건

온도
40 °C

실험 절차

The mixture of 2-(4-nitro-phenyl)-oxirane (24.1 g, 0.15 mol) in ethanolamine (500 mL) was stirred at 40° C. for 2 h, then room temperature for 18 h. The reaction was partitioned between ethyl acetate (200 mL) and water (200 mL) and the aqueous layer was extracted with ethyl acetate (4×100 mL). The combined organic layers were dried over sodium sulfate, filtered and evaporated. The residue was triturated with acetonitrile and collected to give the title compound (19.80 g, 0.09 mmol, 60%) as a white solid. ESMS m/z 227 (M+H)+;

후처리

  1. waitroom temperature for 18 h
  2. customThe reaction was partitioned between ethyl acetate (200 mL) and water (200 mL)
  3. extractionthe aqueous layer was extracted with ethyl acetate (4×100 mL)
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was triturated with acetonitrile
  8. customcollected

출처 및 근거

ORD 기록
ord-8d11bdcb02f448218f1a3e5efe0cc5e6
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372970B2

연결된 노트

불러오는 중…