Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Benzoic acid, 5-chloro-2-hydroxy-, methyl ester | HCID 77684 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 22290959 | HCID 22290959 | — |
Reaction Steps
At −20° C., 20.0 g (0.198 mol) of triethylamine were added with stirring to 21.0 g (0.198 mol) of cyanogen bromide in 200 ml of acetone. After 5 min, 36.9 g (0.198 mol) of methyl 5-chloro-2-hydroxybenzoate were added, and the mixture was stirred at −20° C. for 30 min. The mixture was filtered, the filter was washed with 200 ml of acetone and the combined organic phases were concentrated under reduced pressure. This gave 34.4 g of the title compound as a yellow solid which was directly reacted further.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06956034B2 |
|---|
| Source dataset | uspto-grants-2005_10 |
|---|
| ORD ID | ord-42a162d563164ef0bf6c9ed3407a33c0 |
|---|
| Source note | uspto-grants-2005_10 |
|---|