9-蒽甲酸 → 9-蒽甲酰氯

HRID 489888

反应方程式

HRID 489888 反应方程式
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]([OH:17])=O)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.C(Cl)(Cl)[Cl:19]>S(Cl)(Cl)=O>[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]([Cl:19])=[O:17])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1

参与物

4

反应物 2

HCID 22019-蒽甲酸HCID 6212三氯甲烷

产物 1

HCID 1675289-蒽甲酰氯收率 59%

试剂、催化剂与溶剂 1

HCID 24386氯化亚砜溶剂

实验过程

Anthracene-9-carboxylic acid (recrystallized from ethanol, 12.05 g, 54.3 mmol) was suspended in a mixture of chloroform (60 mL, Aldrich, amylenes-stabilized) and thionyl chloride (12 mL) and heated under reflux until a clear solution was obtained (about 30 minutes). The solvent was removed by distillation under reduced pressure and the residual hot oil was dissolved in toluene (20 mL) and hexane (100 mL) was added. After cooling to ambient temperature the crystalline product was collected by filtration and dried in a stream of nitrogen then under high vacuum to give the title compound as a yellow solid (7.69 g, 59%). Non-commercially available carboxylic acids referred to in this section were prepared as described below. If desired they were converted to the corresponding carbonyl chloride using thionyl chloride as described above.

后处理

  1. temperatureheated
  2. temperatureunder reflux until a clear solution
  3. customwas obtained (about 30 minutes)
  4. customThe solvent was removed by distillation under reduced pressure
  5. dissolutionthe residual hot oil was dissolved in toluene (20 mL)
  6. additionhexane (100 mL) was added
  7. filtrationwas collected by filtration
  8. customdried in a stream of nitrogen

来源与证据

ORD记录
ord-6d6df2e26fae423f9920d14f54d9331b
来源数据集
uspto-grants-2005_12
专利号
US06979741B2

关联笔记

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