Water → HCID 22841179, compound

Compound (G) was dissolved in methanol (120 ml.) and the stirred solution treated sequentially with potassium cyanide (1.82g., 0.028m), methylamine hydrochloride (2.03g., 0.03m.), and water (20 ml.). The sides of the flask were rinsed down with an additional 5 ml of methanol, the mixture covered with a nitrogen atmosphere and allowed to stir overnight at room temperature. The mixture was then concentrated in vacuo to a slurry. This was distributed between methylene chloride (300 ml.) and water (400 ml.), separated, and the aqueous layer re-extracted 2x with methylene chloride. The combined organic layers were dried over sodium sulfate and concentrated to yield compound (H) as a waxy solid (3.lg.). It was used directly in the next step.

1. washThe sides of the flask were rinsed down with an additional 5 ml of methanol
2. concentrationThe mixture was then concentrated in vacuo to a slurry
3. customseparated
4. extractionthe aqueous layer re-extracted 2x with methylene chloride
5. dry with materialThe combined organic layers were dried over sodium sulfate
6. concentrationconcentrated

ORD record

ord-7607ef151cae4412a3a0b91c9b84284b

Source dataset

uspto-grants-1989_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04885276