HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596799Generated: October 27, 2026
Toluene → 1-(4'-Fluorophenyl)-1,3-DihydroIsobenzofuran-5-Carbonitrile
https://huagongshe.com/reaction/1596799
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-[(4-Fluorophenyl)hydroxymethyl]-3-(hydroxymethyl)benzenecarbonitrile | HCID 9921362 | — |
| Solvent | Phosphoric Acid | HCID 1004 | — |
| Product | 1-(4'-Fluorophenyl)-1,3-DihydroIsobenzofuran-5-Carbonitrile | HCID 9856159 | — |
Reaction Steps
Crude (4-cyano-2-hydroxymethylphenyl)(4-fluorophenyl)methanol (700 g) is dissolved in H3PO4 (60%, 3000 mL) and the solution is heated to 80° C. for 3 hours. Toluene (1000 mL) is added and the phases are separated. The aqueous phase is further extracted with toluene (1000 mL). The toluene phases are joined and the solvents are removed in vacuo. The remaining crystals are recrystallized from EtOH (99%). Yield 219 g (29%). DSC onset: 97° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06291689B1 |
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| Source dataset | uspto-grants-2001_09 |
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| ORD ID | ord-efab58fc1589432da33e20c4b40dfda8 |
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| Source note | uspto-grants-2001_09 |
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