Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-Pentyl-1,3-propanediol | HCID 117509 | — |
| Reactant | HCID 178444445 | HCID 178444445 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178444438 | HCID 178444438 | — |
Reaction Steps
A solution of 3 g of 4-[4-(trans-4-pentylcyclohexyl)-1-butyl]benzaldehyde and 1.7 g of 2-pentyl-1,3-propanediol in 50 ml of toluene was treated with 2 drops of 10% (vol.) sulfuric acid. The mixture was heated to boiling for 2 hours, whereby the resulting water was distilled off simultaneously. Then, 4 drops of triethylamine were added to the reaction mixture. After cooling the mixture was washed with 50 ml of 1N sodium hydrogen carbonate solution and twice with 50 ml of water each time, dried over magnesium sulfate, filtered and subsequently concentrated. Chromatography of the residue on silica gel with toluene and recrystallization from acetone gave 1.2 g of trans-5-pentyl-2-(4-[4-(trans-4-pentylcyclohexyl)-1-butyl]phenyl-1,3-dioxane with m.p. (C-N) 73° C. and clop. (N-Z) 106° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05346647 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-bff2a50c41ad41fa89ec2d12f5259580 |
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| Source note | uspto-grants-1994_09 |
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