Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Methoxyethyl chloroformate | HCID 69400 | — |
| Reactant | 4-Bromo-2,6-xylidine | HCID 90549 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68711469 | HCID 68711469 | 82.1% |
Reaction Steps
4-Bromo-2,6-dimethyl-aniline (2.00 g) and chloroformic acid 2-methoxyethyl ester (1.52 g) were dissolved in acetonitrile (25 mL) and heated to 130° C. for 15 minutes in a sealed microwave process vial. Water (25 mL) was added to the reaction mixture, and the product was collected by filtration and washed with water (25 mL) and heptane (25 mL) to furnish 2.48 g (82% yield) of the title compound as a white solid. LC-MS (m/z) 304 (MH+); tR=2.93, (UV, ELSD) 96%, 97%. 1H NMR (500 MHz, CDCl3): 2.36 (m, 6H), 3.40 (m, 3H), 3.60 (m, 2H), 4.35 (m, 2H), 6.55 (broad s, 1H), 7.45 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601870B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-bfca13f2f7f046daa6ed14f8b5922aef |
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| Source note | uspto-grants-2009_10 |
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