Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 13389575 | HCID 13389575 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 13389577 | HCID 13389577 | 76.9% |
Reaction Steps
5-(3-Benzyloxypropyl)-2-oxo-4-phenyltetrahydro-3-furancarboxylic acid (1 g) was dissolved in a solution (5 ml) prepared from sodium acetate (105 mg), acetic acid (4 ml), formalin (2.92 ml) and diethylamine (1 ml), and the solution was heated on a water bath (100° C.) for 30 minutes. After cooling, the reaction mixture was poured into ice water and extracted with ether. The extract was washed with 5% sodium bicarbonate and water and dried over magnesium sulfate. The solvent was then distilled off to give 5-(3-benzyloxypropyl)-3-methylene-4-phenyltetrahydro-2-furanone (0.7 g) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04585789 |
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| Source dataset | uspto-grants-1986_04 |
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| ORD ID | ord-4914b7a7d5dd4abeb74402169184a776 |
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| Source note | uspto-grants-1986_04 |
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