Morpholine → 1-(4-(Morpholinomethyl)phenyl)ethanone

HRID 2280961ノート

反応式

HRID 2280961 の反応式
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>O1CCCC1.[O-]S(C(F)(F)F)(=O)=O.[Sc+3].[O-]S(C(F)(F)F)(=O)=O.[O-]S(C(F)(F)F)(=O)=O>[N:12]1([CH2:8][C:7]2[CH:10]=[CH:11][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=2)[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1

参加物

5

反応物 2

HCID 8083MorpholineHCID 5009465Benzaldehyde, 4-acetyl-

生成物 1

HCID 581376931-(4-(Morpholinomethyl)phenyl)ethanone

試薬・触媒・溶媒 2

HCID 2734571Scandium(III) triflate触媒HCID 8028Tetrahydrofuran溶媒

実験手順

4.7 g of 1,4-dihydro-2,6-dimethyl-3,5-pyridinecarboxylate and 1.3 g of scandium triflate were added to 2.75 g of 4-acetylbenzaldehyde (18.56 mmol), 1.7 ml of morpholine and 3 g of 4 Å molecular sieves in 100 ml of tetrahydrofuran under argon, and the mixture was heated to reflux for 3 hours. The mixture was concentrated. The residue was mixed with ethyl acetate and washed with sat. NaHCO3 solution and sat. NaCl solution. Drying and evaporation of the mixture resulted in a crude product which was purified by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 40-80%). 1.85 g of a yellowish oil were obtained.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. concentrationThe mixture was concentrated
  4. additionThe residue was mixed with ethyl acetate
  5. washwashed with sat. NaHCO3 solution and sat. NaCl solution
  6. customDrying
  7. customevaporation of the mixture
  8. customresulted in a crude product which
  9. customwas purified by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 40-80%)

出典と根拠

ORDレコード
ord-019b893bcdeb41f7b2a8678a699dc4c8
出典データセット
uspto-grants-2015_09
特許番号
US09139557B2

反応ノート

読み込み中…