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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361531Generated: November 1, 2026

Methyl iodide → HCID 13022015, compound

https://huagongshe.com/reaction/2361531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylamineHCID 7912—
ReactantHCID 13022013HCID 13022013—
ReactantButyllithiumHCID 178418339—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 13022015HCID 13022015523.8%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Diisopropyl amine (0.12 moles) was added to a flask and diluted with 40 mL of toluene. The resultant was cooled to −78° C. under nitrogen, and then a hexane solution of n-butyl lithium (0.11 moles) was added thereto, followed by stirring at −78° C. for 1 hour. To this, 2-morpholinopropionic acid ethyl ester (0.105 moles) was added and the resultant was further stirred for 1 hour, and iodomethane (0.21 moles) was added thereto and after the temperature was restored to room temperature, the mixture was stirred for 1 hour. The reaction mixture was quenched with ice water, extracted with ethyl acetate and washed with a saturated sodium chloride aqueous solution, and then the organic layer was dried over magnesium sulphate. The solvent was evaporated, and the residue was purified by column chromatography (hexane/ethyl acetate=4/1) to obtain α-morpholino isobutyric acid ethyl ester (0.55 moles).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691352B2
Source datasetuspto-grants-2014_04
ORD IDord-d68203b9357b4bdc8130cf4328b23ee3
Source noteuspto-grants-2014_04