2-Pentanol → Pentan-2-yl butanoate

Butyric anhydride (400 ml, Aldrich) was added to 2-pentanol (176 g, 2.0 mol, Aldrich) over a 1.5 hour period at 100-120° C. The mixture was heated to 160° for 4 hours. The reaction mixture was then cooled, washed with hot water, washed with aqueous sodium carbonate to remove butyric anhydride, dried over sodium sulfate, and then concentrated. Fractional distillation of the crude residue under vacuum provided 1-methylbutyl butyrate (107-110°/115-120 mm Hg, 57% yield), the structure of which was confirmed by mass spectroscopy, nuclear magnetic resonance spectroscopy, and infra red spectroscopy (not shown).

1. temperatureThe mixture was heated to 160° for 4 hours
2. temperatureThe reaction mixture was then cooled
3. washwashed with hot water
4. washwashed with aqueous sodium carbonate
5. customto remove butyric anhydride
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated
8. distillationFractional distillation of the crude residue under vacuum

ORD record

ord-7f0df69ad75a41e9a8fc7d8f97f36898

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05993879