2-(4-Chloro-benzylidene)-3-methyl-succinic acid → 6-Chloro-4-hydroxy-3-methyl-naphthalene-2-carboxylic acid

HRID 238609

反应方程式

HRID 238609 反应方程式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH:6]=[C:7]([CH:11]([CH3:15])[C:12]([OH:14])=O)[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1>FC(F)(F)S(O)(=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:16][CH:17]=1)[CH:6]=[C:7]([C:8]([OH:10])=[O:9])[C:11]([CH3:15])=[C:12]2[OH:14]

参与物

3

反应物 1

HCID 673042002-(4-Chloro-benzylidene)-3-methyl-succinic acid

产物 1

HCID 593265616-Chloro-4-hydroxy-3-methyl-naphthalene-2-carboxylic acid收率 97.6%

试剂、催化剂与溶剂 1

HCID 62406三氟甲磺酸溶剂

实验过程

To a flask containing trifluoromethanesulfonic acid (40 mL), 2-(4-chloro-benzylidene)-3-methyl-succinic acid (14.0 g) was added in portions. After being stirred at room temperature for 18 hours, the resulting mixture was poured onto ice-water, and stirred for 15 minutes. The formed precipitate was collected by filtration, and dissolved in ethyl acetate (150 mL). The solution was dried over sodium sulfate, and concentrated in vacuo. The residue was precipitated from ethyl acetate/petroleum ether (1:10) to afford 6-chloro-4-hydroxy-3-methyl-naphthalene-2-carboxylic acid (12.7 g, 97.6%) as a pink solid.

后处理

  1. additionwas added in portions
  2. additionthe resulting mixture was poured onto ice-water
  3. stirringstirred for 15 minutes
  4. filtrationThe formed precipitate was collected by filtration
  5. dissolutiondissolved in ethyl acetate (150 mL)
  6. dry with materialThe solution was dried over sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was precipitated from ethyl acetate/petroleum ether (1:10)

来源与证据

ORD记录
ord-4daf9ad9e7f3421abab489580f9c0134
来源数据集
uspto-grants-2014_02
专利号
US08642629B2

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