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

HRID 1753669ノート

反応式

HRID 1753669 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-ab19bb1931ad459985d4cb853e471337
出典データセット
uspto-grants-2015_10
特許番号
US09164384B2

反応ノート

読み込み中…