HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927251Generated: November 3, 2026
Ammonia → 4-(5-Chloro-furan-2-ylmethyl)-benzylamine
https://huagongshe.com/reaction/1927251
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-((5-Chloro-furan-2-yl)-hydroxy-methyl)-benzonitrile | HCID 59255116 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(5-Chloro-furan-2-ylmethyl)-benzylamine | HCID 59255397 | 70.3% |
Reaction Steps
To a suspension of THF (40 mL) and LAH (2.4 g) was added aluminum chloride (9.7 g) at 0° C., which was stirred until the aluminum chloride dissolved. 4-((5-Chloro-furan-2-yl)-hydroxy-methyl)-benzonitrile (2.4 g) described in Manufacturing Example 16-1 was then added thereto at 0° C., which was stirred for 4 hours and 30 minutes at room temperature. An aqueous ammonia solution was added at 0° C. to the reaction suspension, which was filtered through Celite, and the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2) to obtain the titled compound (1.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183264B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-a9f7d737c6df40d285c2e72ec89d0831 |
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| Source note | uspto-grants-2012_05 |
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