Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Azetidinecarboxylic acid, 3-[(3,4-dichlorophenyl)hydroxymethyl]-, 1,1-dimethylethyl ester | HCID 59446741 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86722608 | HCID 86722608 | — |
Reaction Steps
Benzoyl chloride (0.1 mL, 1.20 mmol) and DMAP (5 mg, 0.03 mmol) were slowly added to 15 mL of tertiary butyl 3-((3,4-dichlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate (100 mg, 0.302 mmol) and triethylamine (0.07 mL, 0.482 mmol) dissolved in the distilled methylene chloride solution at 0° C., and the mixture was stirred at room temperature for one day. The reaction mixture was extracted with methylene chloride (3*30 mL), and the organic layer was washed with a 1 N HCl aqueous 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 (2:1, v/v)). The product was identified as a single compound by TLC (n-hexane:ethyl acetate (2:1, 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-5fd379ffd7c042df9003ec3c94905fb5 |
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| Source note | uspto-grants-2015_09 |
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