HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865041Generated: October 26, 2026
N-bromobutanimide → Methyl 3-(3-bromo-4-hydroxyphenyl)propanoate
https://huagongshe.com/reaction/1865041
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Benzenepropanoic acid, 4-hydroxy-, methyl ester | HCID 79706 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | Borate(1-), tetrafluoro-, hydrogen, compd. with 1,1'-oxybis(ethane) (1:1:1) | HCID 16211330 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-(3-bromo-4-hydroxyphenyl)propanoate | HCID 22558720 | — |
Reaction Steps
Add HBF4-Et2O (4.4 mL, 27.7 mmol) to methyl-3-(4-hydroxyphenyl)-propionate (5.0 g, 27.7 mmol) in acetonitrile with stirring at 0° C. After 10 minutes, add N-bromosuccinimide (5.4 g, 30.5 mmol) and gradually allow to warm to room temperature. After 18 hours, pour into 38% NaHSO4 and extract with diethyl ether. Combine the organic extracts, wash with water and brine, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07625932B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-4fdcd1bb29cf48329863fc6ab830983a |
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| Source note | uspto-grants-2009_12 |
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