Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (4-Carboxybutyl)triphenylphosphonium bromide | HCID 161236 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | HCID 21434829 | HCID 21434829 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 131710775 | HCID 131710775 | — |
Reaction Steps
640 mg of 80 % sodium hydride and 6 ml of dimethyl sulfoxide were heated for 1 hour to 65° C and, after cooling to room temperature, 4.7 g of 4-carboxybutyl-triphenylphosphonium-bromide in 8 ml of dimethylsulfoxide under argon were added and stirred for 20 minutes. To the red solution, 1.7 g of [3,3-dimethyl-8-[3-pentyl-3-tetra-hydropyranyloxy-trans-1-propenyl]-1,5-dioxaspiro-[5,4]-dec-7-yl]-acetaldehyde in 4 ml of dimethylsulfoxide were added dropwise and stirred for 15 hours at room temperature. 5% sodium hydrogen sulfate solution was added to that solution until pH 1 was reached, 50 ml of saturated sodium chloride solution were added and the mixture was esterified 3 times with 200 ml of diethyl ether, the combined organic phases were washed with water, dried and condensed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04024181 |
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| Source dataset | uspto-grants-1977_05 |
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| ORD ID | ord-c15ba3bc1d744c20ada1d18da5cc750f |
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| Source note | uspto-grants-1977_05 |
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