N-bromobutanimide → Methyl 2-bromo-2-(4-fluorophenyl)acetate

To a solution of methyl-4-fluorphenylacetate (10 g) in carbontetrachloride (80 mL) was added NBS (11.64 g) and AIBN (0.976 g) at RT. The reaction was then heated to reflux for 3 days. The reaction mixture was filtered and the solid washed with further carbontetrachloride. The filtrate was reduced in vacuo and the diluted with water (50 mL) and EtOAc (100 mL). The phases were separated and the aqueous phase was extracted with further EtOAc (100 mL). The combined organic phases were dried over sodium sulphate, filtered and evaporated in vacuo to afford the desired bromo-(4-fluoro-phenyl)-acetic acid methyl ester (15.0 g) as a yellow oil which was taken into the next step without further purification.

1. temperatureThe reaction was then heated
2. temperatureto reflux for 3 days
3. filtrationThe reaction mixture was filtered
4. washthe solid washed with further carbontetrachloride
5. additionthe diluted with water (50 mL) and EtOAc (100 mL)
6. customThe phases were separated
7. extractionthe aqueous phase was extracted with further EtOAc (100 mL)
8. dry with materialThe combined organic phases were dried over sodium sulphate
9. filtrationfiltered
10. customevaporated in vacuo

ORDレコード

ord-d02ef1219bb54289986175f660592b00

出典データセット

uspto-grants-2012_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08124636B2