3-Methylbutanal → 2-Methyloctan-4-ol

A solution of isovaleraldehyde (5.0 g, 58 mmol) in a dry THF (15 ml) was added to a stirred 2M THF solution of n-butylmagnesium chloride (30 ml, 60 mmol) at 0° C. under argon. The mixture was allowed to warm up to room temperature and was stirred overnight. The reaction was quenched by the addition of aqueous ammonium chloride (50 ml) and extracted with diethyl ether (200 ml). The organic extracts were dried over anhydrous potassium carbonate, filtered and concentrated to give 2-methyloctan-4-ol (6.4 g, 77%) as a clear oil.

1. customThe reaction was quenched by the addition of aqueous ammonium chloride (50 ml)
2. extractionextracted with diethyl ether (200 ml)
3. dry with materialThe organic extracts were dried over anhydrous potassium carbonate
4. filtrationfiltered
5. concentrationconcentrated

ORD record

ord-71d4c847e78f4f948be4dcb4cd6ed7b7

Source dataset

uspto-grants-1993_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05180723