Pivalaldehyde → HCID 14553025, compound

A solution of 2-iodopyrazine (1.0 g, 4.85 mmol) in dry diethylether (10 ml) was added to a solution of n-butyl lithium (4.04 ml of 1.5M, 6.06 mmol) in dry diethylether (20 ml) at -50° C. over a period of 5 minutes under a nitrogen atmosphere. This was followed immediately by the addition of a solution of pivaldehyde (0.65 g, 7.58 mmol) in dry diethylether (10 ml). The reaction mixture was allowed to warm to room temperature over 4 hours and then poured into a mixture of ice and 10% ammonium chloride solution. The aqueous solution was extracted with diethylether (3×50 ml). The combined extracts were washed with water, dried over magnesium sulphate and concentrated under reduced pressure. The residue was taken up in diethylether and filtered through a bed of silica gel. The filtrate was concentrated under reduced pressure to give the product as a clear oil. (0.76 g, 94%).

1. extractionThe aqueous solution was extracted with diethylether (3×50 ml)
2. washThe combined extracts were washed with water
3. dry with materialdried over magnesium sulphate
4. concentrationconcentrated under reduced pressure
5. filtrationfiltered through a bed of silica gel
6. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-5ea16f996cc64b7dbd70ccd7f31c6db3

Source dataset

uspto-grants-1990_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04975112