HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171212Generated: November 3, 2026
Ammonium → (5-Bromo-1-benzofuran-2-yl)methanol
https://huagongshe.com/reaction/1171212
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium | HCID 223 | — |
| Reactant | Ethyl (5-bromobenzofuran)-2-carboxylate | HCID 735184 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Bromo-1-benzofuran-2-yl)methanol | HCID 2795537 | 92.3% |
Reaction Steps
To a tetrahydrofuran (20 mL) solution of lithium aluminum hydride (706 mg, 18.6 mmol) was added aluminum chloride (2.98 g, 22.3 mmol), which was stirred until the aluminum chloride dissolved in tetrahydrofuran. Then, to the reaction mixture was added 5-bromo-benzofuran-2-carboxylic acid ethyl ester (1.00 g, 3.72 mmol) described in Production Example 56-1-1 at 0° C. followed by stirring at 0° C. for 20 minutes. To the reaction solution was added aqueous ammonium followed by filtering through Celite. The filtrate was concentrated under a reduced pressure and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (780 mg, 92%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829585B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-595ada0553774968b33caed3e83ca3cc |
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| Source note | uspto-grants-2010_11 |
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