Hydrochloric Acid → (E)-methyl 4-(dimethylamino)but-2-enoate

Trithylamine (37.5 ml, 0.27 mol, 2.8 equiv) was dissolved in THF (100 ml), and dimethylamine hydrochloride (9.3 g, 0.114 mol, 1.2 equiv) was added. Methyl 4-bromocrotonate (20 g, 85% purity, 0.095 mol, 1.00 equiv) in 100 ml of THF was added drop-wise to the resulting solution at room temperature while stirring. The reaction mixture was allowed to react overnight at room temperature. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure to give yellow oil. The oil was dissolved in 50 ml of isopropanol, and hydrogen chloride was added until pH 2.0 was reached. The white solid was formed and filtered and dried to give 7.1 g product. MS (ESI) m/z: 563 (M+1).

1. customto react overnight at room temperature
2. filtrationThe reaction mixture was filtered
3. customthe filtrate was evaporated under reduced pressure
4. customto give yellow oil
5. customThe white solid was formed
6. filtrationfiltered
7. customdried

ORDレコード

ord-fc4c8f60df6a479f9f7c7870d8b673e6

出典データセット

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08748453B2