Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 3-Thiophenecarboxaldehyde | HCID 68135 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Product | HCID 69946045 | HCID 69946045 | 78% |
Reaction Steps
Benzyl bromide (25.65 g, 150 mmol) was added dropwise over 8 h to a suspension of magnesium (3.6 g, 150 mmol) in ether (75 ml) dissolved in ether (30 ml). The resulting mixture was cooled to −10° C. 3-thiophenecarboxaldehyde in ether (45 ml) over 30 min was then added and the resultant reaction mixture was stirred at room temperature for 6 h. This was cooled to 0° C. and the reaction mixture was decomposed by addition of 0.1 N HCl. The ether layer was separated and the aqueous phase was extracted with ethyl acetate (2×50 ml). The combined organic layers was dried over MgSO4 and filtered. Removal of the solvent gave 1-(3-thienyl)phenethyl alcohol (16 g, 78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06331637B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-ffccbe09c7564e6b96cb3095b287521f |
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| Source note | uspto-grants-2001_12 |
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