4-hydroxy-N-methoxy-N-methyl-3-(morpholinomethyl)benzamide → 4-Hydroxy-3-morpholin-4-ylmethyl-benzaldehyde

HRID 2390548노트

반응식

HRID 2390548 반응식
[OH:1][C:2]1[CH:13]=[CH:12][C:5]([C:6](N(OC)C)=[O:7])=[CH:4][C:3]=1[CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>C1COCC1.[H-].[Cl-].C1([Zr+2]C2C=CC=C2)C=CC=C1>[OH:1][C:2]1[CH:13]=[CH:12][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH2:14][N:15]1[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1

참가 물질

4

반응물 1

HCID 866390694-hydroxy-N-methoxy-N-methyl-3-(morpholinomethyl)benzamide

생성물 1

HCID 4373904-Hydroxy-3-morpholin-4-ylmethyl-benzaldehyde

시약·촉매·용매 2

HCID 178420592HCID 178420592, 화합물촉매HCID 8028Tetrahydrofuran용매

실험 절차

Bis(cyclopentadienyl)zirconium chloride hydride (4.29 g, 16.27 mmol) was added portionwise over 10 min to a solution of 4-hydroxy-N-methoxy-N-methyl-3-(morpholinomethyl)benzamide (3.8 g, 13.56 mmol) in THF (50 mL), under N2 whilst maintaining the temperature below 20° C. Stirred for 2 h, quenched with saturated potassium sodium tartrate, extracted with EtOAc (3×100 mL), washed with more saturated potassium sodium tartrate and brine, dried (Na2SO4), filtered and evaporated in vacuo. Purified by flash chromatography with EtOAc as eluent to give the sub-title compound as a colourless oil. Yield: 2.1 g

후처리

  1. temperaturewhilst maintaining the temperature below 20° C
  2. customquenched with saturated potassium sodium tartrate
  3. extractionextracted with EtOAc (3×100 mL)
  4. washwashed with more saturated potassium sodium tartrate and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customPurified by flash chromatography with EtOAc as eluent

출처 및 근거

ORD 기록
ord-4d9c20ca0bab46909bf0b805aa674565
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273774B2

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