Benzoyl chloride → 4-Benzoylmorpholin-3-one

HRID 1682375ノート

反応式

HRID 1682375 の反応式
[O:1]=[C:2]1[CH2:7][O:6][CH2:5][CH2:4][NH:3]1.C(N(CC)CC)C.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[C:15]([N:3]1[CH2:4][CH2:5][O:6][CH2:7][C:2]1=[O:1])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 7412Benzoyl chloride2 回HCID 8471TriethylamineHCID 669533-Morpholinone

生成物 1

HCID 122940964-Benzoylmorpholin-3-one

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
90 °C

実験手順

A 100 ml, three neck round bottom flask is equipped with a stir bar, a condenser, an addition funnel, a thermometer, and a temperature control device (Therm-O-Watch™, I2R). To this reaction flask is added the 3-oxomorpholine synthesized above (5.5 g, 0.054 moles), triethylamine (Aldrich, 6.0 g, 0.059 moles), and toluene (Baker, 15.0 g). To the addition funnel is added benzoyl chloride (Aldrich, 7.6 g, 0.054 moles). The reaction is heated to 90° C. under argon, and the benzoyl chloride is charged dropwise into the flask. After the addition is complete, the reaction is heated under reflux for 10 hours under argon as a white precipitate forms. The reaction mixture is then cooled and the precipitate is removed by vacuum filtration. Solvent is stripped from the resulting filtrate on a Kugelrohr apparatus at 2 mmHg and 70° C. for 1 hour to obtain the desired N-benzoyl-3-oxomorpholine as an oil.

後処理

  1. customA 100 ml, three neck round bottom flask is equipped with a stir bar, a condenser, an addition funnel
  2. additionAfter the addition
  3. temperaturethe reaction is heated
  4. temperatureunder reflux for 10 hours under argon as a white precipitate forms
  5. temperatureThe reaction mixture is then cooled
  6. customthe precipitate is removed by vacuum filtration

出典と根拠

ORDレコード
ord-8c165e0355f74fd5945eeb6876d36460
出典データセット
uspto-grants-1997_06
特許番号
US05635103

反応ノート

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