Ethyl Acetate → HCID 19606368, compound

A solution of methyl 3-formylindole-5-carboxylate (2.234 g, 11.0 mmol) and potassium tert-butoxide (1.259 g, 11.2 mmol) in dry N,N-dimethylformamide (50 ml) was added with 1-bromo-4-phenylbutane (2.385 g, 11.2 mmol) and left under stirring at room temperature for 18 h. After that the solvent was evaporated off under reduced pressure, the resulting residue was partitioned between a NaCl saturated solution (50 ml) and chloroform (50 ml) and the aqueous phase was extracted with chloroform (3×50 ml). After drying and evaporating off the solvent under reduced pressure, a crude was obtained which was purified by chromatography through a silica gel column, eluting with n-hexane:ethyl acetate, 70:30, thereby obtaining 2.847 g of the title compound (87% yield).

1. waitleft
2. customAfter that the solvent was evaporated off under reduced pressure
3. customthe resulting residue was partitioned between a NaCl saturated solution (50 ml) and chloroform (50 ml)
4. extractionthe aqueous phase was extracted with chloroform (3×50 ml)
5. customAfter drying
6. customevaporating off the solvent under reduced pressure
7. customa crude was obtained which
8. customwas purified by chromatography through a silica gel column
9. washeluting with n-hexane

ORD record

ord-85a20250ed5f4d189e8e94bbf8c48387

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05990142