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

HRID 263926ノート

反応式

HRID 263926 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-4ceb346e426640fca1ba9f539afe5f73
出典データセット
uspto-grants-1997_07
特許番号
US05646149

反応ノート

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