2,2,3,3-Tetramethylbutan-1-ol → HCID 21333663, compound

A 1000 mL round-bottom-flask was equipped with a stir bar, flushed with Ar and charged with 500 mL dry CH2Cl2 and 2,2,3,3-tetramethyl-butanol (12.9 g, 99.2 mmol, 1.0 equiv). Pyridinium chlorochromate (PCC) (20.7 g, 96 mmol) was added portionwise over 5 min. The reaction mixture turned dark rapidly and was stirred at room temperature for 3 h. The reaction solvent was then decanted, washed 1 N HCl (1×250 mL), and concentrated on a rotary evaporator. The resulting pasty residue was stirred with hexanes (300 mL) for 10 min then filtered. The filtrate was dried with Na2SO4, filtered, and concentrated to provide 8.3 g (65% yield) of the desired 2,2,3,3-tetramethyl-butanal which was used without further purification.

1. customA 1000 mL round-bottom-flask was equipped with a stir bar
2. customflushed with Ar
3. customThe reaction solvent was then decanted
4. washwashed 1 N HCl (1×250 mL)
5. concentrationconcentrated on a rotary evaporator
6. stirringThe resulting pasty residue was stirred with hexanes (300 mL) for 10 min
7. filtrationthen filtered
8. dry with materialThe filtrate was dried with Na2SO4
9. filtrationfiltered
10. concentrationconcentrated

ORD record

ord-bd1a10a12e364775b4a3a32e9c7c3de4

Source dataset

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07465745B2