Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86597502 | HCID 86597502 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86597501 | HCID 86597501 | — |
Reaction Steps
A mixture of 8-((2-((1,3-dioxolan-2-yl)methyl)cyclopropyl)octanoic acid methyl ester (0.42 g), acetic acid (16 ml) and water (4 ml) was stirred at 60° C. overnight. The reaction mixture was poured into a mixture of ice, diethyl ether and a saturated aqueous solution of sodium hydrogencarbonate. The separated organic layer was washed with water and dried over magnesium sulfate. After filtration, the filtrate was concentrated in vacuo and the obtained residue was purified by chromatography on silica gel (eluted with 5% ethyl acetate in n-hexane). The fractions including 8-(2-(formylmethyl)cyclopropyl)octanoic acid methyl ester were collected and concentrated in vacuo to give 8-(2-(formylmethyl)cyclopropyl)octanoic acid methyl ester (0.11 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07468389B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-cf726c8a2f634ace93627b7e1601c2f0 |
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| Source note | uspto-grants-2008_12 |
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