Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Bromo-4-chlorobutane | HCID 81364 | — |
| Reactant | HCID 178477919 | HCID 178477919 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118386843 | HCID 118386843 | 79% |
Reaction Steps
6-chloro-benzotriazole (15.3 g, 0.10 mol) is dissolved into 100 ml of 30% wt. sodium hydroxide, 4-chlorobromobutane (34.3 g, 0.20 mol), tetrabutyl ammonium bromide (0.8 g) are added, and mixed for 5 min. The reaction solution is gradually heated to 60° C., stirred for reaction 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, and eluted with dichlormethane to produce 19.2 g of 6-chloro-1-(4-chlorobutyl)-1H-benzotriazole, with a yield of 79.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09415047B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-22589edc0eef469e8740e45a0a1d34c3 |
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| Source note | uspto-grants-2016_08 |
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