Methyl iodide → Butanoic acid, 2-ethyl-2-methyl-, ethyl ester

Temperature

-78 °C

Diisopropylamine (1.13 mL, 8.05 mmol) was dissolved in THF (1 ml) under nitrogen. The mixture was cooled to −78° C. and n-Buli (3.08 mL, 7.7 mmol) was added dropwise to form LDA. A solution of 2-ethyl-butyric acid ethyl ester (0.57 mL, 3.5 mmol) in THF (2 ml) was added dropwise to this solution. The resulting mixture was stirred at −78° C. under nitrogen for 30 minutes before iodomethane (0.5 mL, 8.05 mmol) was added dropwise and the mixture was first stirred for 1 hour at −78° C., and then 30 minutes at 0° C., and finally 30 minutes at room temperature. The reaction mixture was quenched with H2O (5 ml). The mixture was extracted twice with Et2O (5 ml), washed with 2M HCl (5 ml) then dried over MgSO4.

1. additionwas added dropwise
2. custom30 minutes
3. customat 0° C.
4. customfinally 30 minutes
5. customat room temperature
6. customThe reaction mixture was quenched with H2O (5 ml)
7. extractionThe mixture was extracted twice with Et2O (5 ml)
8. washwashed with 2M HCl (5 ml)
9. dry with materialthen dried over MgSO4

ORD record

ord-e05c5475f9aa45e3a97352496478b6b9

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09090566B2