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

HRID 2280961

반응식

HRID 2280961 반응식
[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

참가 물질

5

반응물 2

HCID 8083MorpholineHCID 5009465Benzaldehyde, 4-acetyl-

생성물 1

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

시약·촉매·용매 2

HCID 2734571Scandium(III) triflate촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-019b893bcdeb41f7b2a8678a699dc4c8
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139557B2

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