Réaction #62746

Équation de réaction

sodium methoxide

3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile

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yellow oil

Rendement 62.2%

3-(7,8-Dimethoxy-2H-1-benzopyran-5-yl)-2-dimethoxymethylpropanenitrile

Rendement 62.2%

Solvants

water

methanol

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux for 24 hr
3. 3
   Températureto cool
4. 4
   ExtractionThe resultant mixture was extracted with toluene (1×200 mL and 2×100 mL)
5. 5
   ExtractionThe combined toluene portions were extracted with water (3×100 mL)
6. 6
   Séchagedried over magnesium sulfate
7. 7
   ConcentrationThe toluene solution was concentrated
8. 8
   Autreleaving a brown oil which
9. 9
   workup.DISTILLATIONwas distilled under reduced pressure

Mode opératoire

A mixture of sodium methoxide (8.86 g, 0.164 mole), and 3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile (Example 37A, 23.1 g, 0.080 mole) in methanol (60 mL) was heated at reflux for 24 hr, allowed to cool and diluted with water (200 mL). The resultant mixture was extracted with toluene (1×200 mL and 2×100 mL). The combined toluene portions were extracted with water (3×100 mL) and dried over magnesium sulfate. The toluene solution was concentrated leaving a brown oil which was distilled under reduced pressure to give 15.9 g (62%) of a yellow oil which was used without further purification.

Source