Malonic Acid → 5H-Dibenzo(A,D)cyclohepten-5-ylacetic acid

HRID 258205노트

반응식

HRID 258205 반응식
[CH:1]1[CH:15]=[C:14]2[C:4]([CH:5](O)[C:6]3[C:11]([CH:12]=[CH:13]2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:3][CH:2]=1.C(O)(=O)[CH2:18][C:19]([OH:21])=[O:20]>>[CH:15]1[C:14]2[CH:13]=[CH:12][C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[CH:5]([CH2:18][C:19]([OH:21])=[O:20])[C:4]=2[CH:3]=[CH:2][CH:1]=1

참가 물질

3

반응물 2

HCID 867Malonic AcidHCID 82577Dibenzosuberenol

생성물 1

HCID 38305635H-Dibenzo(A,D)cyclohepten-5-ylacetic acid

반응 조건

온도
160 °C

실험 절차

A round bottom flask, equipped with a distillation apparatus, is charged with dibenzosuberenol (10.0 g, 48.01 mmol) and malonic acid (25.0 g, 240.08 mmol). The mixture is heated in a 160° C. oil bath. The solids melt. Gas bubbles form and water and acetic acid are distilled through the condenser. After 1.5 hours, the mixture is cooled to room temperature and dissolved in ethyl acetate. The organic solution is washed with brine and dried over MgSO4. The solvent is removed in vacuo to give an off white solid, which is recrystallized from hexane-ethyl acetate-(AcOEt)/1:1 to yield the title compound as white crystals, 10.2 g; mp167 °-168° C.

후처리

  1. customA round bottom flask, equipped with a distillation apparatus
  2. distillationGas bubbles form and water and acetic acid are distilled through the condenser
  3. temperaturethe mixture is cooled to room temperature
  4. dissolutiondissolved in ethyl acetate
  5. washThe organic solution is washed with brine
  6. dry with materialdried over MgSO4
  7. customThe solvent is removed in vacuo
  8. customto give an off white solid, which
  9. customis recrystallized from hexane-ethyl acetate-(AcOEt)/1:1

출처 및 근거

ORD 기록
ord-9c52a335ded04ccf88e69b80d00deb49
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264577

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