HCID 20688053, compound → HCID 59968773, compound

50 mg of a catalyst of 5% palladium on barium sulfate were added at once to a stirred solution of 500 mg (2.23 mmol) 3-tert-butyl-2,2-dimethylnon-5-in-3-ol in 5 ml pyridine. The mixture obtained was degassed three times, exposed to a hydrogen atmosphere and stirred overnight. Subsequently, it was diluted with 100 ml pentane and filtered over silica gel. The silica gel was washed with 100 ml Et2O. The combined organic phases were washed with a copper sulfate solution (5×100 ml), with H2O (100 ml) and with salt solution (50 ml), dried and concentrated under reduced pressure. There were obtained 503 mg (99%) (Z)-3-tert-butyl-2,2-dimethylnon-5-en-3-ol

1. customThe mixture obtained
2. customwas degassed three times
3. additionSubsequently, it was diluted with 100 ml pentane
4. filtrationfiltered over silica gel
5. washThe silica gel was washed with 100 ml Et2O
6. washThe combined organic phases were washed with a copper sulfate solution (5×100 ml), with H2O (100 ml) and with salt solution (50 ml)
7. customdried
8. concentrationconcentrated under reduced pressure

ORD record

ord-549ba0a8bf9c4340b7eec59d4f6bf130

Source dataset

uspto-grants-2001_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06291713B1