Reaction #531794

Reaction equation

compound 17

11-(p-tolyloxy)undecyl 3-(tritylthio)propioate

triethylsilane

→

11-(p-tolyloxy)undecyl 3-mercaptopropioate

Solvents

trifluoroacetic acid

Conditions

Workup

1. 1
   workup.ADDITIONpoured into a 100-ml round-bottomed flask
2. 2
   Otherto obtain an orange-colored homogenous solution
3. 3
   workup.DISTILLATIONthe supernatant solution (transparent) was distilled away under reduced pressure
4. 4
   OtherThe solid obtained
5. 5
   Otherwas purified by chromatography, and 0.6 g of the compound e, which
6. 6
   Otherwas obtained

Procedure

The compound 17 (1.11 g) was weighed and poured into a 100-ml round-bottomed flask, and 10 ml of trifluoroacetic acid was added and stirred, to obtain an orange-colored homogenous solution. After 0.9 ml of triethylsilane was added to generate a white-colored precipitate, the supernatant solution (transparent) was distilled away under reduced pressure. The solid obtained was purified by chromatography, and 0.6 g of the compound e, which was a white solid, was obtained.

Source