تفاعل #1840850

ord-dcc9fcd8002c4dda9d09c8a8d3bef71a

معادلة التفاعل

C[Si](C)(C)Cl
trimethylsilyl chloride
Fc1ccc(Br)cc1
1-bromo-4-fluorobenzene
CC(C)(C)c1ccc(S(=O)c2ccc(C(C)(C)C)cc2)cc1
bis(4-tert-butylphenyl) sulfoxide
Cl
hydrochloric acid
CC(C)(C)c1ccc([S+](c2ccc(F)cc2)c2ccc(C(C)(C)C)cc2)cc1.[Br-]
target compound
المردود 96.1%
CC(C)(C)c1ccc([S+](c2ccc(F)cc2)c2ccc(C(C)(C)C)cc2)cc1.[Br-]
bis(4-tert-butylphenyl)(4-fluorophenyl)-sulfonium bromide
المردود 96.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwere added
  2. 2
    أخرىto quench
  3. 3
    أخرىthe reaction
  4. 4
    أخرىThe organic layer was separated
  5. 5
    تركيزconcentrated in vacuum
  6. 6
    workup.ADDITIONDiisopropyl ether was added to the
  7. 7
    تركيزconcentrate for recrystallization
  8. 8
    ترشيحThe resulting crystals were collected by filtration
  9. 9
    أخرىdried in vacuum

الإجراء التجريبي

To a Grignard reagent prepared from 79 g of 1-bromo-4-fluorobenzene, 47 g of bis(4-tert-butylphenyl) sulfoxide obtained in Synthesis Example 1-2 and 150 g of methylene chloride were added. Under ice cooling, 49 g of trimethylsilyl chloride was added dropwise. The reaction solution was aged for 30 minutes, after which 105 g of 5 wt % dilute hydrochloric acid was added dropwise to quench the reaction. The organic layer was separated and concentrated in vacuum. Diisopropyl ether was added to the concentrate for recrystallization. The resulting crystals were collected by filtration and dried in vacuum, obtaining 68 g of the target compound, bis(4-tert-butylphenyl)(4-fluorophenyl)sulfonium bromide as white crystals. Yield 96%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09164384B2uspto-grants-2015_10