تفاعل #1559936

ord-f6fd28a8e9c648ed9a08fe5b3921417c

معادلة التفاعل

C=C(C)CBr
3-bromo-2-methyl-1-propene
CCOC(CCO)OCC
3,3-diethoxy-1-propanol
[H-].[Na+]
sodium hydride
C=C(C)COCCC(OCC)OCC
oil
المردود 50.1%
C=C(C)COCCC(OCC)OCC
3-(3,3-Diethoxypropoxy)-2-methylprop-1-ene
المردود 50.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGThe reaction mixture was then stirred for a further 18 hours
  2. 2
    أخرىThe reaction mixture was quenched with saturated sodium hydrogen carbonate
  3. 3
    استخلاصextracted with ethyl acetate (×3)
  4. 4
    غسيلThe combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution and brine
  5. 5
    تجفيفdried (sodium sulfate)
  6. 6
    ترشيحfiltered
  7. 7
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a stirred solution of 3,3-diethoxy-1-propanol (3.0 g, 22.2 mmol) in anhydrous THF (50 mL) was added sodium hydride (60% dispersion in mineral oil, 1.07 g, 26.6 mmol). The reaction mixture was stirred for 30 minutes, and 3-bromo-2-methyl-1-propene (3.63 g, 24.5 mmol) then added. The reaction mixture was then stirred for a further 18 hours. The reaction mixture was quenched with saturated sodium hydrogen carbonate and extracted with ethyl acetate (×3). The combined organic extracts were washed with saturated aqueous sodium hydrogen carbonate solution and brine, dried (sodium sulfate), filtered and concentrated under reduced pressure to afford an oil (2.25 g, 50%). The material used in the next step without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09012644B2uspto-grants-2015_04