Ammonium Chloride → HCID 15491191, Verbindung

A solution of 4,4-bis(4-hydroxyphenyl)pentanoic acid methyl ester (4.58 g, 15.3 mmol) in 100 mL of anhydrous tetrahydrofuran was cooled to 0° C. and treated dropwise with phenylmagnesium bromide (10 mL of a 3M solution in ether). Additional tetrahydrofuran (50 mL) was added to the reaction mixture followed by phenylmagnesium bromide (10.4 mL of a 3M solution in ether). The reaction was warmed to room temperature and stirred for 3 hours. The reaction was cooled to 0° C. and treated with phenylmagnesium bromide (10.2 mL of a 3M solution in ether). The reaction mixture was warmed to room temperature and stirred for 18 hours. The reaction mixture was cooled to 0° C. and treated with saturated aqueous NH4Cl solution (100 mL). The organic phase was collected and the aqueous phase was extracted with ethyl acetate (3×100 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 40% ethyl acetate/hexanes) to give the title compound (6.22 g, 96%) as a white solid.

1. temperatureThe reaction was cooled to 0° C.
2. temperatureThe reaction mixture was warmed to room temperature
3. stirringstirred for 18 hours
4. temperatureThe reaction mixture was cooled to 0° C.
5. customThe organic phase was collected
6. extractionthe aqueous phase was extracted with ethyl acetate (3×100 mL)
7. dry with materialThe combined organic extracts were dried (MgSO4)
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified by chromatography (silica gel, 40% ethyl acetate/hexanes)

ORD-Eintrag

ord-bead76a8da0f4a40b7fa0c6b7cceae0c

Quelldatensatz

uspto-grants-2000_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06124280