Phosphorus tribromide → 1-Bromo-2-bromomethyl-5-fluoro-4-methoxy-benzene

Phosphorus tribromide (11.56 mL, 122.5 mmol) was added to a solution of (2-bromo-4-fluoro-5-methoxy-phenyl)-methanol (Preparation 33, 14.4 g, 61.26 mmol) in DCM (235 mL) at 0° C. The reaction was allowed to warm to room temperature and stirred at that temperature for 18 hours. The reaction mixture was cooled to 0° C. and quenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence had ceased. The layers were separated and the aqueous layer was extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid (17.48 g) in a 96% yield.

1. temperatureThe reaction mixture was cooled to 0° C.
2. customquenched by slow addition of saturated sodium hydrogen carbonate aqueous solution until effervescence
3. customThe layers were separated
4. extractionthe aqueous layer was extracted with DCM (2×100 mL)
5. dry with materialThe combined organic layers were dried over MgSO4
6. concentrationconcentrated in vacuo

ORDレコード

ord-84158d82b1794552a47f6341b2e0f892

出典データセット

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08575336B2