HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → 6-hydroxy-2H-chromen-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 3-(2,5-Dimethoxyphenyl)-2-propenoic acid | HCID 114578 | — |
| Product | 6-hydroxy-2H-chromen-2-one | HCID 99477 | — |
Reaction Steps
In scheme F, 2,5-dimethoxycinnamic acid 15 is treated with boron tribromide (BBr3) to form 6-hydroxycoumarin 16. 6-Hydroxycoumarin 16 can be protected as the bis-methoxymethyl ether (MOM) 17a using N,N-diisopropylethylamine (iPr2NEt) and MOMCl or as the benzyl ether (Bn) 17b using cesium carbonate (CsCO3) and benzyl bromide (BnBr).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442812B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-a4ee39c3f94d4a8e8019809566507cef |
| Source note | uspto-grants-2008_10 |