تفاعل #2045121

ord-9bd4a204d30d43f1acb4bd26ce5b8560

معادلة التفاعل

O=S(=O)(O)Cl
chlorosulfonic acid
CCOC(=O)Cc1ccccc1
ethyl phenylacetate
CCOC(=O)Cc1ccc(S(=O)(=O)Cl)cc1
oil
المردود 56.3%
CCOC(=O)Cc1ccc(S(=O)(=O)Cl)cc1
4-chlorosulfonylphenyl acetic acid ethyl ester
المردود 56.3%

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
40°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThereafter, the mixture was stirred for 0.5 hour at room temperature
  2. 2
    workup.ADDITIONpoured on ice
  3. 3
    استخلاصextracted with dichloromethane
  4. 4
    غسيلThe combined organic phase was washed by saline
  5. 5
    تجفيفdried with sodium sulfate
  6. 6
    تركيزconcentrated under reduced pressure
  7. 7
    أخرىThe concentrate was separated through column chromatography (petroleum ether/ethyl acetate=6/1

الإجراء التجريبي

The chlorosulfonic acid (16.6 mL, 250 mmol) was added dropwise into ethyl phenylacetate (8.2 g, 50 mmol) under stirring at 40° C. Thereafter, the mixture was stirred for 0.5 hour at room temperature, and then poured on ice and extracted with dichloromethane. The combined organic phase was washed by saline, dried with sodium sulfate and concentrated under reduced pressure. The concentrate was separated through column chromatography (petroleum ether/ethyl acetate=6/1, v/v) to obtain yellow oil (7.4 g, yield: 56%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08410094B2uspto-grants-2013_04