Ethanolamine → Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate

HRID 1698537ノート

反応式

HRID 1698537 の反応式
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH2:15]([NH2:18])[CH2:16][OH:17]>C1COCC1>[OH:17][CH2:16][CH2:15][NH:18][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

4

反応物 2

HCID 700EthanolamineHCID 10751184Methyl 2-chloro-3-nitrobenzoate

生成物 1

HCID 11253443Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate収率 95%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4.70 g (21.9 mmol) of methyl 2-chloro-3-nitrobenzoate in 300 mL of THF was added dropwise 300 mL of 2-ethanolamine (80 mmol) and the mixture was refluxed over night. The reaction was concentrated to dryness, dissolved in ethyl acetate, and washed aqueous sodium hydrogen carbonate and water. The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to give 5.00 g (20.8 mmol, 95%) of the title compound.

後処理

  1. temperaturethe mixture was refluxed over night
  2. concentrationThe reaction was concentrated to dryness
  3. dissolutiondissolved in ethyl acetate
  4. washwashed aqueous sodium hydrogen carbonate and water
  5. dry with materialThe organics were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2f13086cd1804c98ba47649a0c989326
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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