Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | p-(Benzyloxy)phenethyl alcohol | HCID 3017260 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54088911 | HCID 54088911 | — |
Reaction Steps
To a suspension of sodium hydride (60%, 2.2 g, 55 mmol) in dry tetrahydrofuran (250 ml) was added a solution of 1-benzyloxy-4-(2-hydroxyethyl)benzene (11.4 g, 50 mmol) in tetrahydrofuran (50 ml). The reaction was heated to 40° C. for 1 hour. 4-Fluorobenzonitrile (6.7 g, 55 mmol) was added and the mixture was heated to reflux for 5 hours, cooled and neutralized with concentrated HCl. The precipitate was filtered, the filtrate was concentrated to dryness and the resulting solid was recrystallized from ethanol (12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05306726 |
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| Source dataset | uspto-grants-1994_04 |
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| ORD ID | ord-022cc61c3d534d348b1b2e71a915a0ef |
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| Source note | uspto-grants-1994_04 |
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