Реакция #456929

Уравнение реакции

3-chloro-6-(4-methoxyphenyl)methylamino-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol

diisopropylethylamine

2,4-dibromobutyryl chloride

→

title compound

Выход 50.7%

3-(2-Bromoethyl)-7-chloro-5-cyclopropylethynyl-1,5-dihydro-1-(4-methoxybenzyl)-5-(trifluoromethyl)-4,1-benzoxazepin-2(3H)-one

Выход 50.7%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   workup.ADDITIONthe mixture was poured onto water
2. 2
   Экстракцияextracted with ether
3. 3
   ПромывкаThe ether layer was washed with aqueous sodium bicarbonate
4. 4
   Другоеdried
5. 5
   Другоеevaporated to an oil

Методика

To a solution of 1.64 g of 3-chloro-6-(4-methoxyphenyl)methylamino-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol and 2.0 mL of diisopropylethylamine in 30 mL of dry methylene chloride was added 1.6 g of 2,4-dibromobutyryl chloride. After stirring at room temperature overnight, the mixture was poured onto water and extracted with ether. The ether layer was washed with aqueous sodium bicarbonate, dried, and evaporated to an oil. This material was subjected to column chromatography over silica gel (elution with 5-10% ethyl acetate in hexanes) affording 1.13 g of the title compound as a mixture of diastereomers.

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