Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Salicylaldehyde | HCID 6998 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 21515992 | HCID 21515992 | — |
| Reactant | HCID 88832519 | HCID 88832519 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 88832637 | HCID 88832637 | — |
Reaction Steps
9.3 g (0.05 mol) of 3-ethyl-5-sec.butoxy- 1-penten-3-ol are added dropwise at 5° in the course of 15 minutes and while stirring to 20 cc of 48% hydrobromic acid. After stirring the mixture vigorously at 5° to 10° for half an hour it is extracted with ether, the ether extract is extracted with 10% soda solution and subsequently with saturated solution of sodium chloride, is dried with potassium carbonate and concentrated by evaporation. The resulting 1-bromo-3-ethyl-5-sec.butoxy- 2-pentene is added without purification to 6.1 g (0.05 mol) of salicylic aldehyde and 2.8 g (0.05 mol) of potassium hydroxide in 80 cc of 1,2 -dimethoxy ethane. The mixture is stirred at 20°-25° for 24 hours, is subsequently filtered and concentrated by evaporation at reduced pressure. The residue is taken up in ether, extracted with icy cold 10% sodium hydroxide solution and subsequently with saturated salt solution, is dried with sodium sulphate and evaporated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03978134 |
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| Source dataset | uspto-grants-1976_08 |
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| ORD ID | ord-f3763af5ac16403d9158b59e094c93ef |
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| Source note | uspto-grants-1976_08 |
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