تفاعل #48689

ord-6975154842644f7fbddb9e327f2bcaee

معادلة التفاعل

O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F
trifluoromethanesulphonic anhydride
CC(C)(C)CO
neopentylalcohol
Cc1cccc(C)n1
2,6-lutidine
CC(C)(C)COS(=O)(=O)C(F)(F)F
desired compound
المردود 72.0%
CC(C)(C)COS(=O)(=O)C(F)(F)F
Trifluoromethanesulfonic acid 2,2-dimethylpropyl ester
المردود 72.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAdd water to quench
  2. 2
    أخرىthe reaction
  3. 3
    أخرىseparate the organic layer
  4. 4
    استخلاصextract the aqueous layer with dichloromethane
  5. 5
    تجفيفdry (magnesium sulfate)
  6. 6
    ترشيحfilter
  7. 7
    تركيزconcentrate
  8. 8
    أخرىpurify
  9. 9
    غسيل(silica gel chromatography, eluting with 1:4 hexane:dichloromethane)

الإجراء التجريبي

Add trifluoromethanesulphonic anhydride (1.12 mL, 6.8 mmol) to a solution of neopentylalcohol (0.5 g, 5.7 mmol) and 2,6-lutidine (0.7 mL, 6.8 mmol) in dichloromethane (10 mL) at −78° C. and stir for 1 hour. Add water to quench the reaction, separate the organic layer and extract the aqueous layer with dichloromethane. Combine the organic layers, dry (magnesium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 1:4 hexane:dichloromethane) to give the desired compound as an oil (0.9 g, 72% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07745438B2uspto-grants-2010_06