Aluminium lithium hydride → HCID 86719159, compound

Temperature

0 °C

Reduction was carried out according to Chem. Eur. J. (2008), 14(17), 51116-5119. To an ice-cooled lithium aluminum hydride (in Et2O) (21.35 mL, 21.35 mmol) solution was added drop wise a solution of ((R)-1-dimethylcarbamoyl-ethyl)-carbamic acid tert-butyl ester (1.7105 g, 7.12 mmol) in Et2O (2-3 mL). The reaction mixture was stirred at 0° C. until disappearance of the starting material. The reaction mixture was carefully quenched by sequential addition of water (1.2 mL), 15% (w/w) NaOH (1.2 mL) and water (3.6 mL). Then EtOAc was added and the solids were filtered and washed with EtOAc. The filtrated was dried over MgSO4, filtered and evaporated off. Then the crude was dissolved in DCM, filtered and evaporated off to give 1.4543 g, 6.47 mmol, 91% yield ((R)-2-Dimethylamino-1-methyl-ethyl)-carbamic acid tert-butyl ester as yellowish oil. The crude was used without any further purification and characterization.

1. customThe reaction mixture was carefully quenched by sequential addition of water (1.2 mL), 15% (w/w) NaOH (1.2 mL) and water (3.6 mL)
2. additionThen EtOAc was added
3. filtrationthe solids were filtered
4. washwashed with EtOAc
5. dry with materialThe filtrated was dried over MgSO4
6. filtrationfiltered
7. customevaporated off
8. dissolutionThen the crude was dissolved in DCM
9. filtrationfiltered
10. customevaporated off

ORD record

ord-ede51904e42f4539bdb81fa6cd4e0438

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09056843B2