Triethylamine → N-Formylmethyl-3-methoxy-N-(2-methoxyphenyl)benzamide

HRID 2464

반응식

HRID 2464 반응식
[OH:1][CH2:2][CH2:3][N:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH3:22])[C:5](=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1.C(N(CC)CC)C>CS(C)=O>[CH:2]([CH2:3][N:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH3:22])[C:5](=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][CH3:13])[CH:7]=1)=[O:1]

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 19689855N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide

생성물 1

HCID 19689822N-Formylmethyl-3-methoxy-N-(2-methoxyphenyl)benzamide수율 65.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

In an atmosphere of argon, N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide (339 mg, 1.12 mmol) was dissolved in DMSO (4 ml) to which were subsequently added dropwise triethylamine (0.724 ml, 5.20 mmol) and a DMSO solution (8 ml) of a sulfur trioxide-pyridine complex (844 mg, 5.20 mmol) at room temperature. After 20 minutes of stirring at the same temperature, this was mixed with ice water (40 ml) and extracted with ethyl acetate, and then washed with water and saturated brine. The resulting organic layer was dried on anhydrous magnesium sulfate, and the solvent was removed by evaporation to obtain 220 mg (65.6%) of the title compound the form of light yellow solid.

후처리

  1. customat room temperature
  2. extractionextracted with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialThe resulting organic layer was dried on anhydrous magnesium sulfate
  5. customthe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-18e129f85987443abf273cc4ec32d571
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728835

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