HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200183Generated: October 30, 2026
4-Toluenesulfonyl chloride → 1-(Chloromethyl)-3-nitro-5-(trifluoromethyl)benzene
https://huagongshe.com/reaction/2200183
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (3-Nitro-5-(trifluoromethyl)phenyl)methanol | HCID 18621888 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(Chloromethyl)-3-nitro-5-(trifluoromethyl)benzene | HCID 68425095 | 55% |
Reaction Steps
Dissolve [3-nitro-5-(trifluoromethyl)phenyl]methanol (1.1 g, 5.18 mmol) and triethylamine (1.62 mL) in DCM (20 mL), cool to 0° C., add slowly p-toluenesulfonyl chloride (1.1 g, 6.02 mmol). After the addition, stir the reaction at room temperature for 15 hrs. TLC (EtOAc:PE=1:15) shows the reaction is complete. Concentrate under reduced pressure to get the crude product. Purification by chromatography (silica gel, EtOAc:PE=1:15) affords the title compound (655 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359338B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-983bd052bb7842929f7a3543e6f1959e |
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| Source note | uspto-grants-2016_06 |
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