Dimethylformamide → HCID 12516811, compound

Temperature

130 °C

(+)-2-(3-methoxyphenyl)-1-methylethylamine (472.8 g, 2.86 mol), potassium carbonate (sesquihydrate) (1133.8 g, 6.88 mol) and dimethylformamide (2400 ml) were mixed and heated to 130° C. in a reaction flask fitted with an efficient stirrer and a reflux condenser. Bromoacetaldehyde diethylacetal (630 g, 3.20 mol) was added dropwise over a 45 min period while maintaining the temperature at 130° C. The reaction was mildly exothermic. The temperature was maintained at 130° C. for 1 hr. The reaction mixture was cooled to 45° C., and 325 ml of water was added. After stirring at least 1 hr and after the temperature of the mixture reached 30°, it was filtered from the salts and the solvent evaporated under vacuum on a rotatory evaporator. The residual oil was filtered from some inorganic salts and distilled under vacuum; collected fractions boiling at 115°-130° C. at 0.05 mmHg, yield 68% of (+)-N-(2,2-diethoxyethyl)-2-(3-methoxyphenyl)-1-methylethylamine.

1. customfitted with an efficient stirrer and a reflux condenser
2. temperaturewhile maintaining the temperature at 130° C
3. temperatureThe temperature was maintained at 130° C. for 1 hr
4. temperatureThe reaction mixture was cooled to 45° C.
5. customreached 30°
6. filtrationit was filtered from the salts
7. customthe solvent evaporated under vacuum on a rotatory evaporator
8. filtrationThe residual oil was filtered from some inorganic salts
9. distillationdistilled under vacuum

ORD record

ord-20b019a56785475fa831b71f2d7cf285

Source dataset

uspto-grants-1981_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04282146