Hydrochloric Acid → 9-Methylphenanthrene

9-Bromophenanthrene (27 g, 102 mmol) was dissolved in 400 mL of dry ether and cooled to −78° C. 170 mL of BuLi (1.6 M in hexane) was slowly added into this solution in 45 minutes. The reaction mixture was warmed to room temperature. The mixture was then stirred at room temperature for 2 h before it was cooled to −78° C. again and Me2SO4 (17.6 g, 133 mmol) in ether was slowly added. The mixture was stirred at room temperature for 10 h. The mixture was poured into 15% HCl aqueous solution and extracted with CH2Cl2 and dried over MgSO4. The solvent was evaporated to give a residue which was recrystallized from hexane to yield 14.2 g of product as a white solid.

1. temperatureThe reaction mixture was warmed to room temperature
2. temperaturewas cooled to −78° C. again
3. stirringThe mixture was stirred at room temperature for 10 h
4. extractionextracted with CH2Cl2
5. dry with materialdried over MgSO4
6. customThe solvent was evaporated
7. customto give a residue which
8. customwas recrystallized from hexane

ORDレコード

ord-3ea39e71de1e4b1ea9cc9f364e2a6bc8

出典データセット

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08968887B2