HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 2-[2-chloro-3-(hydroxymethyl)phenoxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 2-Chloro-3-(hydroxymethyl)phenol | HCID 15550610 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 2-[2-chloro-3-(hydroxymethyl)phenoxy]acetate | HCID 15550611 | 84.1% |
Reaction Steps
Cesium carbonate (3.42 g, 10.5 mmol) was added to a solution of 2-chloro-3-hydroxymethylphenol (1.59 g, 10 mmol) in acetone at room temperature, and the reaction mixture allowed to stir for 30 minutes. Methyl bromoacetate (1.68 g, 11 mmol) was then added. The mixture was stirred overnight, filtered, and the filtrate was concentrated in vacuo. Purification of the residue by silica gel flash chromatography, eluting with dichloromethane/methanol, gave (2-chloro-3-hydroxymethylphenoxy)acetic acid methyl ester as a white crystalline solid (1.94 g, 84.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06335459B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-d40e21d17c7846aab042d412fd4c3b10 |
| Source note | uspto-grants-2002_01 |