تفاعل #531796

ord-cbb85f9e648a4b26ab9e7353822979bb

معادلة التفاعل

Cc1ccc(OCCCCCCCCCCCNC(=O)CCSC(c2ccccc2)(c2ccccc2)c2ccccc2)cc1
compound 25
Cc1ccc(OCCCCCCCCCCCNC(=O)CCSC(c2ccccc2)(c2ccccc2)c2ccccc2)cc1
N-(11-(p-tolyloxy)undecyl)-3-(tritylthio)propaneamide
O=C(O)C(F)(F)F
trifluoroacetic acid
CC[SiH](CC)CC
triethylsilane
Cc1ccc(OCCCCCCCCCCCNC(=O)CCS)cc1
N-(11-(p-tolyloxy)undecyl)-3-mercaptopropaneamide

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto obtain a brown-colored solution
  2. 2
    workup.DISTILLATIONthe supernatant solution was distilled away under reduced pressure
  3. 3
    أخرىThe solid obtained
  4. 4
    غسيلwas washed twice with 30 ml of aqueous saturated sodium hydrogen carbonate solution and twice with 30 ml of saturated brine
  5. 5
    أخرىthe desiccant agent was removed by filtration
  6. 6
    workup.DISTILLATIONthe solvent of the filtrate was distilled away under reduced pressure
  7. 7
    أخرىThe reaction mixture was purified by chromatography, and 0.1 g of the compound f, which
  8. 8
    أخرىwas obtained

الإجراء التجريبي

The compound 25 (0.181 g) was dissolved in 1 ml of methylene chloride, and 0.5 ml of trifluoroacetic acid was added to that while being stirred, to obtain a brown-colored solution. After a white-colored precipitate was generated by adding 0.16 ml of triethylsilane, the supernatant solution was distilled away under reduced pressure. The solid obtained was dissolved by the new addition of 20 ml of methylene chloride, and was washed twice with 30 ml of aqueous saturated sodium hydrogen carbonate solution and twice with 30 ml of saturated brine. After the collected organic phase was dehydrated with magnesium sulfate, the desiccant agent was removed by filtration, and the solvent of the filtrate was distilled away under reduced pressure. The reaction mixture was purified by chromatography, and 0.1 g of the compound f, which was a white solid, was obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08475685B2uspto-grants-2013_07