HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412174Generated: October 26, 2026
Dimethylformamide → 2-Fluoro-4-(hydroxymethyl)benzonitrile
https://huagongshe.com/reaction/412174
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (4-Bromo-3-fluorophenyl)methanol | HCID 20682297 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 2-Fluoro-4-(hydroxymethyl)benzonitrile | HCID 11829631 | — |
Reaction Steps
To a degassed solution of the product from Step I (11.4 g, 55.6 mmol) in 100 mL of DMF was added Zn(CN)2 (3.92 g, 33.4 mmol) and Pd(PPh3)4 (5.1 g, 4.45 mmol). The reaction was stirred at 90° C. overnight, cooled to room temperature, and concentrated in vacuo. Purification of this material by silica gel chromatography (50% EtOAc/hexane) provided the titled product as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06562823B1 |
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| Source dataset | uspto-grants-2003_05 |
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| ORD ID | ord-1df2c1f86b414d2ca4988c0220bf25a6 |
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| Source note | uspto-grants-2003_05 |
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