HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427646Generated: November 2, 2026
Ethyl Acetate → 5-Bromo-7-chloro-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one
https://huagongshe.com/reaction/2427646
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Phenoxyphenyl)methanamine | HCID 2760343 | — |
| Reactant | Methyl 4-bromo-2-(bromomethyl)-6-chlorobenzoate | HCID 59512234 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 5-Bromo-7-chloro-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one | HCID 57949670 | 32% |
Reaction Steps
A mixture of 4-bromo-2-bromomethyl-6-chloro-benzoic acid methyl ester (0.492 g, 1.6 mmol), 4-phenoxy-benzylamine (0.256 mL, 2.0 mmol), and K2CO3 (0.414 g, 3 mmol) in toluene (5 mL) was heated with stirring at 100° C. for 2 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-bromo-7-chloro-2-(4-phenoxy-benzyl)-2,3-dihydro-isoindol-1-one (0.200 g, 32%). GC-MS: m/z 429 (M)+, 336 (M−93)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07968570B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-6adebd7f661841dc813f920840c21b9f |
|---|
| Source note | uspto-grants-2011_06 |
|---|
