HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23560767, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-Bromo-4-(methoxycarbonyl)benzoic acid | HCID 18673026 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23560767 | HCID 23560767 | 99.6% |
Reaction Steps
A solution of 3-bromo-4-(methoxycarbonyl)benzoic acid (Example 76; 1.60 g, 6.2 mmol) in tetrahydrofuran (30 mL) was cooled to 10° C. and N-hydroxysuccinimide (781 mg, 6.8 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.20 g, 6.5 mmol) were added. The solution was allowed to stir at room temperature overnight, then water was added and the solution was concentrated in vacuo to remove tetrahydrofuran. The mixture was extracted with ethyl acetate and the extracts were dried (MgSO4), filtered and evaporated under reduced pressure to furnish 2-bromo-4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]benzoic acid methyl ester (2.20 g, quantitative yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06515124B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-ae7ac29ac25d47e9807e90b17f63202a |
| Source note | uspto-grants-2003_02 |