HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67073337, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-Boc-(R)-2-(3-(hydroxymethyl)benzyl)morpholine | HCID 67073062 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67073337 | HCID 67073337 | 76% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07323466B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-0021047b21704cbdbe702d8576bc859f |
| Source note | uspto-grants-2008_01 |