Acetic Acid → HCID 14955099, compound

Acetic acid was added to a mixture of ethanol (40 ml) and water (20 ml) until the pH was 4. 5-Bromo-3,3-dimethylpentanal (19.3 g, 0.1 mol) was added to the mixture, which was then cooled to 0°-5° C. and purged with nitrogen. Isobutylamine (7.3 g, 0.1 mol) was added over 5 minutes to the solution stirring under an atmosphere of nitrogen. After 3 hours stirring at 0°-5° C., most of the ethanol was removed under reduced pressure, the residue then diluted with water (20 ml) and the solution taken to pH 10 with solid potassium carbonate. The mixture was extracted with ether (3×50 ml), the organic layer dried over anhydrous MgSO4 and concentrated to yield a pale yellow oil (15.5 g, 93%) which was essentially pure by 1H NMR spectroscopy. A pure colourless liquid (13.0 g, 78%) was obtained after vacuum distillation, b.p. 50°-53° C./2 mm Hg. The 1H NMR spectrum was found to be the same as for material prepared by the procedure hereafter described in Example 25 Part (C).

1. temperaturewas then cooled to 0°-5° C.
2. custompurged with nitrogen
3. customwas removed under reduced pressure
4. additionthe residue then diluted with water (20 ml)
5. extractionThe mixture was extracted with ether (3×50 ml)
6. dry with materialthe organic layer dried over anhydrous MgSO4
7. concentrationconcentrated

ORD record

ord-bb90d1a1aaca46f7924e26c39c42401a

Source dataset

uspto-grants-1997_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05637718