Sulfuric Acid → 6-Acetoxy-2-hydroxy-2,5,7,8-tetramethylchroman

HRID 263926노트

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HRID 263926 반응식
[C:1]([O:4][C:5]1[C:6]([CH3:20])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([O:18]C)([CH3:17])[CH2:9][CH2:8]2)(=[O:3])[CH3:2].S(=O)(=O)(O)O>CC(C)=O.O>[C:1]([O:4][C:5]1[C:6]([CH3:20])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([OH:18])([CH3:17])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

참가 물질

5

반응물 2

HCID 1118Sulfuric AcidHCID 144156636-Acetoxy-2-methoxy-2,5,7,8-tetramethylchroman

생성물 1

HCID 144156666-Acetoxy-2-hydroxy-2,5,7,8-tetramethylchroman수율 76.7%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A solution of 6-acetoxy-2-methoxy-2,5,7,8-tetramethylchroman (74.11 g, 266.25 mmol), and concentrated sulfuric acid (2.5 mL) in a mixture of acetone (375 mL) and water 300 mL) was added to a distillation apparatus and warmed at reflux. Distillant was collected until the still head temperature reached 92° C. (about 1.5 h). The slurry was allowed to cool to 70° C. and 240 mL of acetone was added. The resulting mixture was allowed to cool to ambient temperature and the solid that formed was collected filtration. The solid was recrystallized from acetone and dried in a vacuum oven at 60° C. to afford 53.9 g (76.7% yield) of the desired product as a tan solid.

후처리

  1. additionwas added to a distillation apparatus
  2. temperaturewarmed
  3. temperatureat reflux
  4. distillationDistillant was collected until the still head temperature
  5. customreached 92° C.
  6. custom(about 1.5 h)
  7. addition240 mL of acetone was added
  8. temperatureto cool to ambient temperature
  9. customthe solid that formed
  10. customwas collected
  11. filtrationfiltration
  12. customThe solid was recrystallized from acetone
  13. customdried in a vacuum oven at 60° C.

출처 및 근거

ORD 기록
ord-4ceb346e426640fca1ba9f539afe5f73
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646149

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