盐酸 → 4-(三氟甲硫基)苯硼酸

HRID 1908232笔记

反应方程式

HRID 1908232 反应方程式
CC1(C)C(C)(C)[O:5][B:4]([C:9]2[CH:14]=[CH:13][C:12]([S:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)[O:3]1.I([O-])(=O)(=O)=O.[Na+].Cl>C1COCC1.O>[F:19][C:16]([S:15][C:12]1[CH:11]=[CH:10][C:9]([B:4]([OH:5])[OH:3])=[CH:14][CH:13]=1)([F:18])[F:17]

参与物

6

反应物 3

HCID 313盐酸HCID 23667635高碘酸钠HCID 451588394-三氟甲硫基苯硼酸频哪醇酯

产物 1

HCID 467395714-(三氟甲硫基)苯硼酸收率 73%

试剂、催化剂与溶剂 2

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 8028四氢呋喃溶剂

实验过程

To a round-bottomed flask were added 4,4,5,5-tetramethyl-2-(4-trifluoromethylsulfanyl-phenyl)-[1,3,2]dioxaborolane (960 mg, 3.16 mmol) and sodium periodate (2.03 g, 9.48 mmol) in THF and water (4:1, 26 mL). The resulting suspension was stirred at rt for 30 min. HCl (1 N aq., 2.21 mL) was added to the suspension and the reaction mixture was stirred at rt for 18 h. The resulting precipitate was removed by filtration and washed with hexanes. The filtrate was diluted with water (25 mL) and extracted with EtOAc (25 mL). The aqueous layer was extracted with EtOAc (10 mL×2), and the combined organic layers dried (Na2SO4) and concentrated to yield the title compound (512 mg, 73%).

后处理

  1. stirringthe reaction mixture was stirred at rt for 18 h
  2. customThe resulting precipitate was removed by filtration
  3. washwashed with hexanes
  4. additionThe filtrate was diluted with water (25 mL)
  5. extractionextracted with EtOAc (25 mL)
  6. extractionThe aqueous layer was extracted with EtOAc (10 mL×2)
  7. dry with materialthe combined organic layers dried (Na2SO4)
  8. concentrationconcentrated

来源与证据

ORD记录
ord-ff28440e58754c3ba49b096c63878518
来源数据集
uspto-grants-2013_12
专利号
US08598202B2

反应笔记

加载中…