Hydrochloric Acid → 188479-23-4

Temperature

-78 °C

To a solution of 1-bromo-4-(2-methoxyethyl)benzene (1 g, 4.6 mmole) in THF (15 mL) at −78° C. was added dropwise BuLi (2.5M in hexane) (2.4 mL, 6 mmole). After stirring at −78° C. for 20 min, trimethyl borate (0.62 g, 6 mmole) was added to the mixture at −78° C. The mixture was slowly warmed to room temperature and stirred at room temperature for 1 h. 2N HCl was added to the reaction mixture and stirred for 2 h. The mixture was extracted with ether, washed with water, dried over MgSO4, and filtered. Hexane was added to the ether solution. Solid was precipitated and collected by filtration. The solid was used in the next step without purification. MS (ESI) m/z: Calc: 180.0 (M+). Found: 181.3 (M++1).

1. temperatureThe mixture was slowly warmed to room temperature
2. stirringstirred at room temperature for 1 h
3. stirringstirred for 2 h
4. extractionThe mixture was extracted with ether
5. washwashed with water
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. additionHexane was added to the ether solution
9. customSolid was precipitated
10. filtrationcollected by filtration
11. customThe solid was used in the next step without purification

ORD record

ord-39e12face4764108be6f86fdda679ad2

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08334292B1