Government regulation → 6-Bromo-3,4-dihydro-4,4,5,8-tetramethyl-2H-1-benzothiopyran

HRID 1108122

反应方程式

HRID 1108122 反应方程式
[CH3:1][C:2]1([CH3:14])[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[S:5][CH2:4][CH2:3]1.[Br:15]Br.S([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:1][C:2]1([CH3:14])[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[C:9]([Br:15])[C:10]=2[CH3:12])[S:5][CH2:4][CH2:3]1

参与物

5

反应物 3

HCID 24408Government regulationHCID 129936844,4,5,8-TetramethylthiochromanHCID 23665763亚硫酸氢钠

产物 1

HCID 129936856-Bromo-3,4-dihydro-4,4,5,8-tetramethyl-2H-1-benzothiopyran收率 87.1%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

100 ml of methylene chloride was added to 13.2 g (0.064 mol) of 4,4,5,8-tetramethylthiochroman, 10.2 g (0.064 mol) of bromine was dropwise added at room temperature, and then the mixture was allowed to react for 2 hours. After the completion of the reaction, 70 ml of a 2% sodium hydrogensulfite aqueous solution was added, excessive bromine was removed, and the reaction mixture was liquid-separated. An organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and with a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The methylene chloride was distilled off under reduced pressure, and the resultant oily substance was purified by silica gel column chromatography to give 15.9 g (yield 87%) of 4,4,5,8-tetramethyl-6-bromothiochroman.

后处理

  1. additionwas dropwise added at room temperature
  2. customto react for 2 hours
  3. additionwas added
  4. customexcessive bromine was removed
  5. customthe reaction mixture was liquid-separated
  6. washAn organic layer was washed with a saturated sodium hydrogencarbonate aqueous solution and with a saturated sodium chloride aqueous solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe methylene chloride was distilled off under reduced pressure
  9. customthe resultant oily substance was purified by silica gel column chromatography

来源与证据

ORD记录
ord-d0c86cbb4586471bb629699d93fc4395
来源数据集
uspto-grants-2000_05
专利号
US06063936

关联笔记

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