Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 54066355 | HCID 54066355 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54259475 | HCID 54259475 | 50.8% |
Reaction Steps
A mixture of α-isopropylbenzofuran-6-acetonitrile (1.62 g, 0.008 mol), potassium hydroxide (2.29 g, 0.039 mol), ethane-1,2-diol (28 cm3) and water (2.3 cm3) was refluxed at 140° C. for 18 hr. The cooled mixture was poured into water and extracted with diethyl ether. The aqueous solution was acidified with hydrochloric acid and the mixture was extracted with diethyl ether. The ether extract was washed with water, dried (Na2SO4), filtered and the solvent was removed to give α-isopropylbenzofuran-6-acetic acid (0.90 g, 0.0041 mol, 50.8%). Recrystallised from petroleum ether (b.p. 60°-80° C.) m.p. 99°-100° C. (Found: C, 71.52; H, 6.65; C13H14O3 requires C, 71.54; H, 6.47%), t.l.c./silica/ethyl acetate RF 0.40.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04372970 |
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| Source dataset | uspto-grants-1983_02 |
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| ORD ID | ord-4c00e3c704d840b78106dd02db71ab06 |
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| Source note | uspto-grants-1983_02 |
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