Methyl iodide → HCID 11074136, compound

Temperature

0 °C

To a tetrahydrofuran solution (3.0 ml) of the compound prepared in Example 3 (170 mg, 0.59 mmol), were successively added dropwise at 0° C. in a nitrogen atmosphere methyl iodide (0.074 ml, 1.18 mmol) and a tetrahydrofuran solution of tetrabutylammonium fluoride (0.59 ml, 0.59 mmol). The mixture was agitated for 1 hour at 0° C., poured into water and extracted with ether. The ether layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under vacuum. The resulting reaction mixture was subjected to column chromatography and eluted with a 1:4 mixture of ether and hexane to give 93 mg of the titled compound (yield, 84% based on the starting materials used in Example 3).

1. extractionextracted with ether
2. dry with materialThe ether layer was dried over anhydrous magnesium sulfate
3. distillationthe solvent was distilled off under vacuum
4. customThe resulting reaction mixture
5. washeluted with a 1:4 mixture of ether and hexane

ORD record

ord-7a2608409c214c978094489ca36fa32c

Source dataset

uspto-grants-1989_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04837349