Ethanol → HCID 12287603, compound

To a suspension of 1-imino-1-ethoxyisobutane hydrochloride (610.0 g) in ether (12.5 L) was added ethanol (1940.0 g, 10 mol). The mixture was stirred at 35°-37° C. under N2 for 72 hours. The reaction mixture was filtered, the filtrate was washed with a 10% sodium carbonate solution, followed by a saturated sodium carbonate solution and the organic layer was dried over K2CO3. The organic layer was concentrated in vacuo and the residue was dissolved in ether, filtered and the filtrate was washed successively with a 10% NaOH solution and water. The organic layer was dried over K2CO3, the solvent was removed in vacuo and the residue was diluted with hexane, cooled in an ice-bath and filtered. The filtrate was concentrated in vacuo and the residue was distilled at 70°-72° C. (27 mmHg) to afford 320 g (42%) of 1,1,1-triethoxyisobutane.

1. filtrationThe reaction mixture was filtered
2. washthe filtrate was washed with a 10% sodium carbonate solution
3. dry with materialthe organic layer was dried over K2CO3
4. concentrationThe organic layer was concentrated in vacuo
5. dissolutionthe residue was dissolved in ether
6. filtrationfiltered
7. washthe filtrate was washed successively with a 10% NaOH solution and water
8. dry with materialThe organic layer was dried over K2CO3
9. customthe solvent was removed in vacuo
10. additionthe residue was diluted with hexane
11. temperaturecooled in an ice-bath
12. filtrationfiltered
13. concentrationThe filtrate was concentrated in vacuo
14. distillationthe residue was distilled at 70°-72° C. (27 mmHg)

ORD record

ord-59bf24b2c84549a58747eec171d24cf9

Source dataset

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05569655