HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1482576Erstellt: 24. Oktober 2026
1-Bromo-3-chloropropane → 1-(3-chloropropyl)-2-methyl-1H-benzimidazole
https://huagongshe.com/de/reaction/1482576
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Bromo-3-chloropropane | HCID 8006 | — |
| Edukt | 2-Methylbenzimidazole | HCID 11984 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Katalysator | Tetrabutylammonium Bromide | HCID 74236 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-(3-chloropropyl)-2-methyl-1H-benzimidazole | HCID 21239360 | 62,1% |
Reaktionsschritte
2-methyl-1H-benzimidazole (13.2 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 3-chlorobromopropane (31.4 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Then the reaction solution was cooled down to ambient temperature, 100 ml of dichloromethane was added for extraction and liquid separation. To the aqueous phase, 100 of dichloromethane was added for extraction. Organic phases were mixed, washed with 100 ml of saturated saline. Liquid was separated, and organic phase was evaporated to dryness to produce oily product. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 12.9 g of 1-(3-chloropropyl)-2-methyl-1H-benzimidazole, with a yield of 62.1%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09415047B2 |
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| Quelldatensatz | uspto-grants-2016_08 |
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| ORD ID | ord-a52e6e614df043b19ce775c816ab460d |
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| Quellennotiz | uspto-grants-2016_08 |
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