N-Methylacetamide → Acetamide, N-[(1,1-dimethylethyl)dimethylsilyl]-N-methyl-

To a vigorously stirred solution of 73.1 g (1.0 mole) N-methylacetamide dissolved in 1400 ml of dry triethylamine was added 196 g (1.30 mole) of t-butyldimethylsilyl chloride. The flask was purged with dry nitrogen and then equipped with a drying tube. Hard stirring of the mixture was continued for 24 hours at room temperature. Then, under a layer of dry air, the reaction mixture was filtered to remove the precipitate of triethylamine hydrochloride. The resulting filter cake was then washed three times with 150 ml each of dry triethylamine. The filtrate and washings were combined and reduced in volume by distillation at 35 degrees C. at 10 mm Hg. The remaining straw colored liquid was then fractionally distilled.

1. customThe flask was purged with dry nitrogen
2. customequipped with a drying tube
3. filtrationThen, under a layer of dry air, the reaction mixture was filtered
4. customto remove the precipitate of triethylamine hydrochloride
5. filtrationThe resulting filter cake
6. washwas then washed three times with 150 ml each of dry triethylamine
7. distillationreduced in volume by distillation at 35 degrees C
8. distillationThe remaining straw colored liquid was then fractionally distilled

ORDレコード

ord-cf80828bb1b84d56a57113d5b2a8740f

出典データセット

uspto-grants-1984_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04469794