Hydrochloric Acid → HCID 18963024, compound

Magnesium chloride (1.71 g, 18 mmol) was added at room temperature to a solution of 10 (1 g, 7.2 mmol) in acetonitrile (10 mL), followed by triethylamine (6.3 mL, 45 mmol). Paraformaldehyde (1.47 g, 49 mmol) was then added portionwise to the stirred suspension and the mixture was heated at reflux for 2 hours. The mixture was cooled to room temperature then poured into a vigorously stirred mixture of 50 mL of 5% HCl and 50 mL of diethyl ether. The organic phase was separated, and the aqueous layer re-extracted with 50 mL of ether. The combined organic extracts were washed with brine, dried over sodium sulphate and the solvent removed under reduced pressure to give a crude which was purified by column (cyclohexane:AcOEt 6:1) to give 0.9 g of 11:

1. temperaturethe mixture was heated
2. temperatureat reflux for 2 hours
3. customThe organic phase was separated
4. extractionthe aqueous layer re-extracted with 50 mL of ether
5. washThe combined organic extracts were washed with brine
6. dry with materialdried over sodium sulphate
7. customthe solvent removed under reduced pressure
8. customto give a crude which
9. customwas purified by column (cyclohexane:AcOEt 6:1)

ORD record

ord-5146c969ce2a40989e4964e0b17f31bb

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08198302B2