Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citronellal | HCID 7794 | — |
| Reactant | Formamidine acetate | HCID 160693 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 86673208 | HCID 86673208 | — |
Reaction Steps
A 100 mL reaction flask is charged with 3,7-dimethyl-oct-6-enal (Citronellal®) (Commercially available at IFF) (10 g, 0.06 mol), formamidine acetate (31 g, 0.3 mol), and butanol (50 mL). The reaction mixture is heated to 130° C. and stirred for 24 hours. The crude mass is washed once with aqueous sulfuric acid (10%, 100 mL) followed by twice with brine (30 mL). Butanol is recovered by roto-evaporation. The crude product is further purified with liquid chromatography (Biotage® system) and then crystallized. Product 5-(1,5-dimethyl-hex-4-enyl)-pyrimidine (˜5 g) is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08557876B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-9cff4216ffa34e2f8b86cb6e79957072 |
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| Source note | uspto-grants-2013_10 |
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