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

HRID 1753669노트

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HRID 1753669 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-ab19bb1931ad459985d4cb853e471337
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09164384B2

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