تفاعل #1519077

ord-194b42d44d0a4f2688a95a18b501f24e

معادلة التفاعل

N#CCC#N
malonodinitrile
CC(=O)OC(C)=O
acetic anhydride
CCCc1c(CC)oc(CC)c(CCC)c1=O
2,6-diethyl-3,5-dipropyl-pyran-4-one
CCC1=C(C)C(=C(C#N)C#N)C(C)=C(CC)O1
2-(2,6-diethyl-3,5-dimethylpyran-4-ylidene)malononitrile
المردود 47.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصwas extracted twice with ether (50 ml)
  2. 2
    غسيلThe combined organic phases were washed with water (2×50 ml) and with saturated NaCl-solution (1×30 ml)
  3. 3
    تجفيفAfter drying (Na2SO4)
  4. 4
    أخرىthe solvent was evaporated (HV)
  5. 5
    أخرىthe crude product was purified via FC (n-hexane/EtOAC 7:3)

الإجراء التجريبي

To a solution of 0.33 g (5 mmol) of malonodinitrile in 2.4 ml (25 mmol) acetic anhydride 1.20 g (5 mmol) of 2,6-diethyl-3,5-dipropyl-pyran-4-one (prepared according to J. Chem. Soc (C), 1967, 828-830) was added. After addition of 150 ml of water the resulting solution was extracted twice with ether (50 ml). The combined organic phases were washed with water (2×50 ml) and with saturated NaCl-solution (1×30 ml). After drying (Na2SO4), the solvent was evaporated (HV) and the crude product was purified via FC (n-hexane/EtOAC 7:3) yielding 0.54 g (47%) of 2-(2,6-diethyl-3,5-dimethylpyran-4-ylidene)malononitrile as a brown solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07611696B2uspto-grants-2009_11