Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 68802695 | HCID 68802695 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 68804327 | HCID 68804327 | — |
Reaction Steps
A mixture of N-(6-acetyloxy-2-naphthyl)carbamic acid ethyl ester (670 mg, 2.45 mmol), N-chlorosuccinimide (326 mg, 2.45 mmol) and 1 M HCl in acetic acid (2.45 mL, 2.45 mmol) in acetic acid (10 mL) is heated at 50° C. under N2 atmosphere for 1 hour. After cooling to room temperature the mixture is partitioned between EtOAc and water. The organic layer is washed with brine, dried (Na2SO4) and concentrated by rotary evaporator to give N-(6-acetyloxy-1-chloro-2-naphthyl)carbamic acid ethyl ester as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07202364B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-0e252996a3284a15bbce91d94206503a |
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| Source note | uspto-grants-2007_04 |
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