HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874607Generated: October 26, 2026
Trimethyl orthoacetate → 6-Bromo-5-chloro-2-methylbenzoxazole
https://huagongshe.com/reaction/874607
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethyl orthoacetate | HCID 15050 | — |
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Reactant | 2-Amino-5-bromo-4-chlorophenol | HCID 58487100 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-Bromo-5-chloro-2-methylbenzoxazole | HCID 58487438 | 80.2% |
Reaction Steps
A mixture of 2-amino-5-bromo-4-chlorophenol (29) (865 mg, 3.89 mmol), trifluoromethanesulfonic acid Ytterbium (III) salt (24 mg, 1% mol) and trimethyl orthoacetate (610 μl, 1.2 eq.) in 3 ml EtOH was heated at 90° C. for 1 h. After cooling down to r.t., off-white needles fell off, which were filtered, washed with MeOH, water and dried to give 791 mg title compound as off-white crystalline solid. Yield: 80.2%; purity>95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08980629B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-6edd2783945043359322722f5372ee39 |
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| Source note | uspto-grants-2015_03 |
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