Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Azetidinecarboxylic acid, 3-[(3,4-dichlorophenyl)hydroxymethyl]-, 1,1-dimethylethyl ester | HCID 59446741 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70678264 | HCID 70678264 | — |
Reaction Steps
Methyl iodide (0.1 mL, 1.20 mmol) was slowly added to 15 mL of tertiary butyl 3-((3,4-dichlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate (200 mg, 0.602 mmol) and NaH (44 mg, 1.20 mmol) dissolved in a distilled methylene chloride solution at 0° C., and the mixture was stirred for 4 hours. Thereafter, purified water (3 ml) was added thereto, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was extracted with methylene chloride (3*30 mL), and the organic layer was washed with a saturated sodium chloride solution and distilled water once, respectively and dried over anhydrous magnesium sulfate. The solvent was removed by reduced pressure evaporation to obtain a colorless liquid, which was purified by flash chromatography (n-hexane:ethyl acetate (4:1, v/v)). The product was identified as a single compound by TLC (n-hexane:ethyl acetate (4:1, v/v)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120771B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-ccfd9118a02646f197cd017dc6af7e63 |
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| Source note | uspto-grants-2015_09 |
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