HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 563694Generated: October 31, 2026
5-Bromosalicylaldehyde → 2-Hydroxy-5-(methanesulfonyl)benzaldehyde
https://huagongshe.com/reaction/563694
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Bromosalicylaldehyde | HCID 72863 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-Hydroxy-5-(methanesulfonyl)benzaldehyde | HCID 57419865 | — |
Reaction Steps
5-Bromosalicylaldehyde (0.402 g, 2.0 mmol), sodium methanesulfinate (0.918 g, 9.0 mmol), and copper(I) iodide (1.71 g, 9.0 mmol) were combined in NMP (16 mL) and stirred under N2 at 140° C. overnight. The mixture was diluted with 1:1 EtOAc:hexanes (150 mL) and filtered through a pad of Celite. The filtrate was washed three times with H2O, and then dried, filtered, and concentrated. The residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067445B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-f5602bcec9dd4d329440d4eb5770004e |
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| Source note | uspto-grants-2011_11 |
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