Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Valeryl chloride | HCID 61186 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | HCID 21568959 | HCID 21568959 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21568964 | HCID 21568964 | — |
Reaction Steps
A stirred suspension of 4,5-dimethylbenzofuran-2-carboxylic acid (18 g.) and valeryl chloride (15 g.) in methylene chloride (300 ml.) is cooled to 5°C. and treated with aluminum chloride (40 g.) in portions during a 1/2 hour period during which time the suspended reactant dissolves. The reaction mixture is stirred at 25° for 2 days then poured into ice water (500 ml.) containing hydrochloric acid (50 ml.). The product (21 g.) separates from the biphasic solution, is filtered and recrystallized from ethanol-water affording 4,5-dimethyl-6-valerylbenzofuran-2-carboxylic acid which melts at 188°-9°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03931239 |
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| Source dataset | uspto-grants-1976_01 |
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| ORD ID | ord-3fb557b4d8d1400ab83d4fee4d42d02a |
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| Source note | uspto-grants-1976_01 |
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