Dimethyl Sulfate → N-(Dimethoxymethyl)-N-ethylethanamine

790 G (7.8moles) of N,N-diethylformamide were treated with 985 g of dimethyl sulfate while stirring, in the course of which the temperature of the mixture rose to 40°C. After stirring overnight, the reaction mixture was allowed to run into 7.8 mols of sodium methylate in methanol (total volume approximately 2.3 liters) at 0° to 5°C, while stirring, and the batch was again stirred overnight. Thereafer the methanol was first distilled from the crystal paste, following which the desired product was distilled off at 10 mm Hg up to a bath temperature of 17°C and was fractionated through a column. 862 g (75% of theory) of N,N-diethylformamide-dimethylacetal of boiling point 70°C/50 mm Hg (with foaming) and refractive index nD24 = 1.4074 were obtained.

1. customrose to 40°C
2. stirringAfter stirring overnight
3. stirringwhile stirring
4. distillationThereafer the methanol was first distilled from the crystal paste
5. distillationwas distilled off at 10 mm Hg up to a bath temperature of 17°C

ORD record

ord-958eba90dfd8487384f58a3e47fe20ec

Source dataset

uspto-grants-1976_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03949022