二氯甲烷 → Bis(4-tert-butylphenyl)(4-fluorophenyl)-sulfonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate

HRID 1753669笔记

反应方程式

HRID 1753669 反应方程式
[F:1][C:2]([F:13])([S:9]([O-:12])(=[O:11])=[O:10])[CH:3]([OH:8])[C:4]([F:7])([F:6])[F:5].C([N+](C)(C)C)C1C=CC=CC=1.[Br-].[C:26]([C:30]1[CH:35]=[CH:34][C:33]([S+:36]([C:44]2[CH:49]=[CH:48][C:47]([C:50]([CH3:53])([CH3:52])[CH3:51])=[CH:46][CH:45]=2)[C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=2)=[CH:32][CH:31]=1)([CH3:29])([CH3:28])[CH3:27].C(Cl)Cl>O>[F:13][C:2]([F:1])([S:9]([O-:12])(=[O:10])=[O:11])[CH:3]([OH:8])[C:4]([F:5])([F:7])[F:6].[C:26]([C:30]1[CH:31]=[CH:32][C:33]([S+:36]([C:44]2[CH:45]=[CH:46][C:47]([C:50]([CH3:53])([CH3:52])[CH3:51])=[CH:48][CH:49]=2)[C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=2)=[CH:34][CH:35]=1)([CH3:29])([CH3:28])[CH3:27]

参与物

5

反应物 3

HCID 6344二氯甲烷HCID 86664292Benzyltrimethylammonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonateHCID 131733658Bis[4-(tert-butyl)phenyl](4-fluorophenyl)sulfonium bromide

产物 1

HCID 131733659Bis(4-tert-butylphenyl)(4-fluorophenyl)-sulfonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate收率 81.5%

试剂、催化剂与溶剂 1

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

实验过程

A mixture of 13 g of benzyltrimethylammonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate synthesized according to the method of JP-A 2012-107151, 14 g of bis(4-tert-butylphenyl)(4-fluorophenyl)sulfonium bromide obtained in Synthesis Example 1-3, 70 g of methylene chloride, and 30 g of deionized water was stirred for 30 minutes. The organic layer was separated, washed with water, and concentrated in vacuum. MIBK (100 g) was added to the concentrate, followed by vacuum concentration again. The residue was dissolved in methanol, after which diisopropyl ether was added for recrystallization. The resulting crystals were collected by filtration and dried in vacuum, obtaining 15 g of the target compound, bis(4-tert-butylphenyl)(4-fluorophenyl)sulfonium 1,1,3,3,3-pentafluoro-2-hydroxypropane-1-sulfonate as white crystals. Yield 80%.

后处理

  1. customsynthesized
  2. customThe organic layer was separated
  3. washwashed with water
  4. concentrationconcentrated in vacuum
  5. additionMIBK (100 g) was added to the concentrate
  6. concentrationfollowed by vacuum concentration again
  7. dissolutionThe residue was dissolved in methanol
  8. additionafter which diisopropyl ether was added for recrystallization
  9. filtrationThe resulting crystals were collected by filtration
  10. customdried in vacuum

来源与证据

ORD记录
ord-ab19bb1931ad459985d4cb853e471337
来源数据集
uspto-grants-2015_10
专利号
US09164384B2

反应笔记

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