Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 1-aminocyclobutane-1-carboxylate | HCID 1502033 | — |
| Reactant | 4-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride | HCID 15917496 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67367499 | HCID 67367499 | 66% |
Reaction Steps
Triethylamine (13.9 mmol, 2.0 equiv.) was added at 0° C. to a solution of methyl 1-aminocyclobutanecarboxylate (6.97 mmol, 1 equiv.) in dichloromethane p.a. (20 ml), and the mixture was stirred for 10 minutes. 4-Methoxy-2,6-dimethyl-phenylsulfonyl chloride (8.36 mmol, 1.2 equiv.), dissolved in DCM (5 ml), was slowly added dropwise at the same temperature, and the mixture was stirred for 4 hours at 25° C. The reaction mixture was diluted with dichloromethane (100 ml), washed with distilled water (2×50 ml) and saturated sodium chloride solution (2×50 ml) and dried over sodium sulfate. The solvent was concentrated and the crude product was purified by column chromatography (15% ethyl acetate in hexane) to yield the desired product in the form of a white solid. Yield: 66%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08269000B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-80496e1f2bfa44f897847546e4bb7aac |
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| Source note | uspto-grants-2012_09 |
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