Allyl bromide → HCID 58293329、化合物

温度

-68 °C

To a solution of diisopropylamine (60 ml) in tetrahydrofuran (160 ml) was added dropwise n-butyllithium (2.64M hexane solution, 161 ml) over 20 minutes under ice-cooling, and the mixture was directly stirred for 40 minutes. To the mixture cooled to −68° C. was added dropwise a solution of 3-trichloromethyltetrahydropyrrolo[1,2-c]oxazol-1-one (80.0 g) in tetrahydrofuran (640 ml) over 30 minutes, and the mixture was directly stirred for 20 minutes. To the mixture was added allyl bromide (57 ml), and the mixture was directly stirred for 1 hour. To the reaction mixture was added saturated aqueous ammonium chloride solution (1000 ml), and the mixture was extracted with ethyl acetate (800 ml). The separated organic layer was washed with water (800 ml) and saturated aqueous sodium chloride solution (500 ml). The separated aqueous layer was extracted with ethyl acetate (400 ml, 500 ml) twice. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the titled compound (86.1 g).

1. temperaturecooling
2. stirringthe mixture was directly stirred for 20 minutes
3. stirringthe mixture was directly stirred for 1 hour
4. extractionthe mixture was extracted with ethyl acetate (800 ml)
5. washThe separated organic layer was washed with water (800 ml) and saturated aqueous sodium chloride solution (500 ml)
6. extractionThe separated aqueous layer was extracted with ethyl acetate (400 ml, 500 ml) twice
7. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure

ORDレコード

ord-e7649d44cf4e4e2ba9b53c20e7251ab2

出典データセット

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08609647B2