تفاعل #927246

ord-591c26b7090e49beb4911d15a8748707

معادلة التفاعل

Cc1ccccc1S(=O)(=O)O
toluenesulfonic acid
OCCCCCCBr
6-bromohexanol
C=COCC
ethyl vinyl ether
CCOC(C)OCCCCCCBr
pale yellow liquid
CCOC(C)OCCCCCCBr
1-(1-Ethoxyethoxy)-6-bromohexane

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىby separate additional funnels
  2. 2
    أخرىwas kept at 7° C.
  3. 3
    workup.ADDITIONroughly 1 ml of triethylamine was added
  4. 4
    غسيلThe reaction mixture was washed with water and brine
  5. 5
    تجفيفdried over potassium carbonate
  6. 6
    ترشيحfiltered

الإجراء التجريبي

To a cooled solution of 80 mg of toluenesulfonic acid in 40 ml of ether was fed 20 g (110 mmol) of 6-bromohexanol and 40 ml of ethyl vinyl ether simultaneously by separate additional funnels. The temperature of the reaction mixture was kept at 7° C. or lower during the feeds, which took 1 hour. The reaction mixture was stirred 20 minutes longer, then roughly 1 ml of triethylamine was added. The reaction mixture was washed with water and brine, dried over potassium carbonate, filtered and stripped to give 25.7 g of a pale yellow liquid, which was used without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06365549B2uspto-grants-2002_04