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

HRID 387229

反応式

HRID 387229 の反応式
[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]

参加物

3

反応物 2

HCID 700EthanolamineHCID 922282-(4-Nitrophenyl)oxirane

生成物 1

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

反応条件

温度
40 °C

実験手順

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)+;

後処理

  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

出典と根拠

ORDレコード
ord-8d11bdcb02f448218f1a3e5efe0cc5e6
出典データセット
uspto-grants-2013_02
特許番号
US08372970B2

関連ノート

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