Sodium hydride → 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoic acid

HRID 2268497노트

반응식

HRID 2268497 반응식
[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][O:16][C:17]3[CH:27]=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[CH:19][CH:18]=3)[CH2:12][CH2:13][C:7]=2[C:6]([O:28][CH3:29])=[C:5]([O:30][CH3:31])[C:4]=1[O:32][CH3:33].[H-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:8]2[CH2:9][CH2:10][CH:11]([CH2:14][CH2:15][O:16][C:17]3[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:26][CH:27]=3)[CH2:12][CH2:13][C:7]=2[C:6]([O:28][CH3:29])=[C:5]([O:30][CH3:31])[C:4]=1[O:32][CH3:33]

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 18348644Ethyl 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate

생성물 1

HCID 183486524-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoic acid수율 80.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The mixture of ethyl 4-[2-(1,2,3,4-tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate (1.77 g), aqueous sodium hydride (3N, 1.93 ml), and methanol (30 ml) was heated under reflux for 6 hr. The reaction mixture was concentrated in vacuo, diluted with water, made acidic with hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was recrystallized from THF-diisopropylether to yield the entitled compound (1.34 g) as crystals.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hr
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. additiondiluted with water
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with water and saturated aqueous sodium chloride
  7. customdried
  8. customThe solvent was removed in vacuo
  9. customThe residue was recrystallized from THF-diisopropylether

출처 및 근거

ORD 기록
ord-7125c719bbb442bab22b22a6989c0267
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326369B1

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