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

HRID 2091006ノート

反応式

HRID 2091006 の反応式
[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]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium Hydroxide2 回HCID 66777907Methyl 4-{[3-methyl-1-(3-methyl-1-benzofuran-2-yl)butyl]amino}benzoate

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9c6eed146ac54114bcd2f933ab9f8045
出典データセット
uspto-grants-2013_05
特許番号
US08436043B2

反応ノート

読み込み中…