Dimethylamine, hydrochloride → 2-(1-Dimethylamino ethyl)pyridine

A suspension of g 1.21 (0.01 moles) of 2-acetylpyridine, 1.63 (0.02 moles) of dimethylamine hydrochloride, g 0.63 (0.01 moles) of NaCNBH3 and g 0.4 (0.01 moles) of NaOH in ml.80 of dry methanol was stirred at room temperature for 4 days. The insoluble matter was filtered off and the filtrate was made strongly alkaline with 15% aqueous NaOH. After evaporation of the mathanol, some NaOH pellets were added into the aqueous residue, and the solution was extracted with ether. The combined ethereal solutions were dried on solid NaOH and evaporated i.v. The oily residue (gr 2.8) was chromatographed on 12 g. of silicagel, eluting with CH2Cl2 containing 2% to 10% methanol. 1.7 g. of oily product were obtained, sufficiently pure for the subsequent step.

1. filtrationThe insoluble matter was filtered off
2. customAfter evaporation of the mathanol
3. additionsome NaOH pellets were added into the aqueous residue
4. extractionthe solution was extracted with ether
5. dry with materialThe combined ethereal solutions were dried on solid NaOH
6. customevaporated i.v
7. customThe oily residue (gr 2.8) was chromatographed on 12 g
8. washof silicagel, eluting with CH2Cl2 containing 2% to 10% methanol
9. customof oily product were obtained, sufficiently pure for the subsequent step

ORDレコード

ord-8c51d20fbb7948968cb6868f2d6fba9a

出典データセット

uspto-grants-1989_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04879300