Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10319868 | HCID 10319868 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15590400 | HCID 15590400 | 46% |
Reaction Steps
53 mg (2.2 mmol) of sodium hydride was suspended in 5 ml of tetrahydrofuran. To the resultant suspension was added a solution which had been prepared by dissolving 837 mg (2 mmol) of 2-(4-diphenylmethylpiperazinyl)-1-(2-hydroxy-4-methoxyphenyl)ethanol in 5 ml of tetrahydrofuran under ice-cooled conditions. Thereafter, 2 ml of a tetrahydrofuran solution of 266 mg (2.2 mmol) of allylbromide was added and heated with refluxing for 4 hours. After being cooled to room temperature, the resultant mixture was added with 50 ml of ethyl acetate. The mixture was then washed successively with water and saturated saline and then dried over anhydrous sodium sulfate. The solvent was removed, and the residue was subjected to thin-layer chromatography to give 419 mg of 1-(2-allyloxy-4-methoxyphenyl)-2-(4-diphenylmethylpiperazinyl)ethanol as a colorless oily substance (yield: 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04528194 |
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| Source dataset | uspto-grants-1985_07 |
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| ORD ID | ord-37e5aa45593247efa759165f6e926224 |
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| Source note | uspto-grants-1985_07 |
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