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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253041Generated: October 31, 2026

Dimethylformamide → HCID 67073337, compound

https://huagongshe.com/reaction/2253041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-Boc-(R)-2-(3-(hydroxymethyl)benzyl)morpholineHCID 67073062—
SolventEthyl AcetateHCID 8857—
ProductHCID 67073337HCID 6707333776%

Reaction Steps

To the solution of 0.20 g (0.65 mmol) (R)-2-(3-hydroxymethyl-benzyl)-morpholine-4-carboxylic acid tert-butyl ester in 3 mL N,N-dimethylformamide 31 mg (0.71 mmol; 55% dispersion in mineral oil) sodium hydride was added. After 30 min. 81 μL (1.3 mmol) methyl iodide was added. After 2 h the reaction mixture was diluted with ethyl acetate and extracted with 10% aqueous ammonium chloride solution followed by brine. The organic layer was dried over magnesium sulfate, filtered and evaporated and the residue was purified by column chromatography on silica gel with n-hexane:ethyl acetate (1:1) as eluant to give the title compound as a colorless oil (76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323466B2
Source datasetuspto-grants-2008_01
ORD IDord-0021047b21704cbdbe702d8576bc859f
Source noteuspto-grants-2008_01