تفاعل #44627

معادلة التفاعل

dichloromethane

(E)-3-[(3S,5R)-4-(3-butenoyl)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]acrylic acid methyl ester

→

title compound

المردود 26.3%

(4R,9aS)-4-(3,4,5-trifluorophenyl)-3,4,7,9a-tetrahydro-1H-pyrido[2,1-c][1,4]oxazin-6-one

المردود 26.3%

المذيبات

triethylamine

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resulting reaction solution
2. 2
   درجة الحرارةwas heated
3. 3
   درجة الحرارةunder reflux for 1.5 hr in nitrogen atmosphere
4. 4
   أخرىThe resulting reaction solution
5. 5
   تركيزconcentrated under reduced pressure
6. 6
   أخرىThe residue was purified by silica gel column chromatography (heptane-ethyl acetate system)

الإجراء التجريبي

Grubbs catalyst second generation (285 mg) was added to a dichloromethane solution (100 mL) of (E)-3-[(3S,5R)-4-(3-butenoyl)-5-(3,4,5-trifluorophenyl)morpholin-3-yl]acrylic acid methyl ester (1.24 g). The resulting reaction solution was heated under reflux for 1.5 hr in nitrogen atmosphere. The reaction solution was cooled to room temperature, and triethylamine (3 mL) was added thereto. The resulting reaction solution was stirred for 10 min and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (heptane-ethyl acetate system) to give 250 mg of the title compound. The physical property values of this compound were as follows:

المصدر