Hydrochloric Acid → 3-Amino-5-bromobenzonitrile

To a solution of 3-bromo-5-nitrobenzonitrile (1 g, 4.4 mmol) in MeOH (50 mL) was added tin (5.23 g, 44 mmol) and 3N HCl (44 mL, 132 mmol). The reaction mixture was stirred at RT for 2 h, the filtered off and washed with MeOH. The filtrate was concentrated in vacuo, and the remaining water phase was basified to pH=12 by addition of 4N NaOH. The aqueous layer was extracted twice with EtOAc (100 mL), the combined organics were dried (Na2SO4) and evaporated in vacuo to afford the title compound as a yellowish solid. MS (LC/MS): 197.0 [M+H]+; tR (HPLC conditions c): 4.30 min.

1. filtrationthe filtered off
2. washwashed with MeOH
3. concentrationThe filtrate was concentrated in vacuo
4. additionthe remaining water phase was basified to pH=12 by addition of 4N NaOH
5. extractionThe aqueous layer was extracted twice with EtOAc (100 mL)
6. dry with materialthe combined organics were dried (Na2SO4)
7. customevaporated in vacuo

ORDレコード

ord-1c457af25d144eb8ad2304df9d8284ed

出典データセット

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09085555B2