Hydrochloric Acid → HCID 67593614, compound

Temperature

-78 °C

The compound from Step 3 (1.03 g, 5.0 mmol) was dissolved in tetrahydrofuran (50 mL) and cooled to -78° C. A solution of sodium bistrimethylsilylamide (5.0 mL of a 1.0M tetrahydrofuran solution) was added and the reaction stirred for 0.75 hours at -78° C. Trifluoroacetyl imidazole (0.68 mL, 6.0 mmol) was added and the reaction was warmed to room temperature and stirred under a nitrogen atmosphere for 16 hours. At this time, 1N hydrochloric acid (300 mL) was added to the reaction followed by extraction with ether (350 mL). The organics were washed with brine (200 mL), dried over MgSO4 and concentrated in vacua. The resulting yellow oil was used without further purification.

1. temperaturethe reaction was warmed to room temperature
2. stirringstirred under a nitrogen atmosphere for 16 hours
3. extractionfollowed by extraction with ether (350 mL)
4. washThe organics were washed with brine (200 mL)
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacua
7. customThe resulting yellow oil was used without further purification

ORD record

ord-cdb45857f92a4d7386a5ba9b631d46a5

Source dataset

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05886016