Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 14328501 | HCID 14328501 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53702257 | HCID 53702257 | 68% |
Reaction Steps
Hydrogen chloride gas is passed into a solution of 1.93 g (10 mmol) of 4,4-dimethyl-3-hydroxy-3-[(1,2,4-triazol-1-yl)-methyl]-1-pentine in 30 ml of methylene chloride at -20° C. until saturation is reached. 1.8 g (20 mmol) of N-bromosuccinimide are then added in portions and the mixture is subsequently stirred at 0° C. for 1 hour and at room temperature for 12 hours. HCl and solvent are stripped off in vacuo and the residue is worked up with methylene chloride and dilute sodium hydroxide solution. 2.1 g (68% of theory) of 1-bromo-2-chloro-4,4-dimethyl-3-hydroxy-3-[(1,2,4-triazol-1-yl)-methyl]-1-pentene are thus obtained as a mixture of isomers of melting point 45°-48° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05081140 |
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| Source dataset | uspto-grants-1992_01 |
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| ORD ID | ord-dd3abdca0bf240bebc06cd01f682d9b4 |
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| Source note | uspto-grants-1992_01 |
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