Tetrahydrofuran → 4-{[3-Methyl-1-(3-methyl-1-benzofuran-2-yl)butyl]amino}benzoic acid

HRID 2091006노트

반응식

HRID 2091006 반응식
[CH3:1][CH:2]([CH3:26])[CH2:3][CH:4]([NH:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1)[C:5]1[O:6][C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]=1[CH3:10].O1CCCC1.[OH-].[Na+]>C(O)C>[CH3:1][CH:2]([CH3:26])[CH2:3][CH:4]([NH:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=1)[C:5]1[O:6][C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]=1[CH3:10]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium Hydroxide2회HCID 66777907Methyl 4-{[3-methyl-1-(3-methyl-1-benzofuran-2-yl)butyl]amino}benzoate

생성물 1

HCID 667774354-{[3-Methyl-1-(3-methyl-1-benzofuran-2-yl)butyl]amino}benzoic acid수율 80%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of methyl 4-{[3-methyl-1-(3-methyl-1-benzofuran-2-yl)butyl]amino}benzoate (1.38 g) synthesized above, tetrahydrofuran (20 mL) and ethanol (20 mL) was added 1N aqueous sodium hydroxide solution (20 mL), and the mixture was stirred with heating under reflux overnight. In addition, 1N aqueous sodium hydroxide solution (20 mL) was added, and the mixture was stirred with heating under reflux for 3 hr. The reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (40 mL) was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title object compound (1.06 g, 80%) as a white solid.

후처리

  1. temperaturewith heating
  2. temperatureunder reflux overnight
  3. stirringthe mixture was stirred
  4. temperaturewith heating
  5. temperatureunder reflux for 3 hr
  6. concentrationThe reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (40 mL)
  7. additionwas added to the residue
  8. extractionthe mixture was extracted with ethyl acetate
  9. washThe extract was washed with water and saturated brine
  10. dry with materialdried over magnesium sulfate
  11. concentrationconcentrated under reduced pressure
  12. washThe residue was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-9c6eed146ac54114bcd2f933ab9f8045
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

반응 노트

불러오는 중…