HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromophenol → (3-bromophenoxy)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Acetic acid, 2-(3-bromophenoxy)-, methyl ester | HCID 13827038 | — |
| Product | (3-bromophenoxy)acetic acid | HCID 702285 | — |
Reaction Steps
6-bromo-3-coumarone is prepared in four steps from commercial 3-bromophenol. The first step consists of an O-alkylation of the 3-bromophenol by methyl bromoacetate. The saponification of the methyl 3-bromophenoxyacetate allows one to obtain 3-bromophenoxyacetic acid, which is converted into the acid chloride by the action of thionyl chloride. This is subjected to an intramolecular Friedel Craft acylation to yield 6-bromo-3-coumarone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06239284B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-3212bc45c4b24535aa5ed59a93f967c8 |
| Source note | uspto-grants-2001_05 |