تفاعل #586124

ord-0fbc315e828d4f1596636d7f04b90a6e

معادلة التفاعل

O
water
Cc1ccc(-c2c(Cl)cc(C(F)(F)F)cc2Cl)cc1Sc1cc(-c2c(Cl)cc(C(F)(F)F)cc2Cl)ccc1C
1,1′-thiodi-[5-(2,6-dichloro-4-trifluoromethylphenyl)-2-methylbenzene]
O=S([O-])CO.[Na+]
Rongalite
CC(C)I
isopropyl iodide
Cc1ccc(-c2c(Cl)cc(C(F)(F)F)cc2Cl)cc1SC(C)C
[5-(2,6-dichloro-4-trifluoromethylphenyl)-2-methylphenyl] isopropyl sulfide
المردود 75.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe resulting reaction mixture
  2. 2
    استخلاصextracted with 50 ml of ethyl acetate twice
  3. 3
    غسيلThe ethyl acetate layer was washed with 50 ml of water twice
  4. 4
    تجفيفdried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe ethyl acetate was distilled off under reduced pressure
  6. 6
    أخرىPurification of the residue by silica gel column chromatography

الإجراء التجريبي

3.3 g (4.9 mmol) of 1,1′-thiodi-[5-(2,6-dichloro-4-trifluoromethylphenyl)-2-methylbenzene], 3.0 g (19.5 mmol) of Rongalite and 3.0 g (17.6 mmol) of isopropyl iodide were stirred in 30 ml of N,N-dimethylformamide at room temperature for 3 hours. The resulting reaction mixture was poured into 300 ml of water and extracted with 50 ml of ethyl acetate twice. The ethyl acetate layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the ethyl acetate was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 1.4 g of [5-(2,6-dichloro-4-trifluoromethylphenyl)-2-methylphenyl] isopropyl sulfide (yield 38.0%) as a yellow dough (nD20 1.5462).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07767626B2uspto-grants-2010_08