Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 59204835 | HCID 59204835 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 43509986 | HCID 43509986 | 84.6% |
Reaction Steps
With stirring, a solution of 2.24 grams (0.056 mole) of sodium ydroxide in 125 mL of methanol was added 8.0 grams (0.028 mole) of 4-(2,2-dimethyl-2,3-dihydrobenzo[2,3-b]furan-7-yloxy)butyl acetate. Upon completion of addition the reaction mixture was stirred at ambient temperature during a three-hour period. After this time 150 mL of water was added to the reaction mixture, and the mixture was acidified to a pH of 6 with concentrated hydrochloric acid. The mixture was then extracted with four 50 mL portions of diethyl ether. The combined extracts were washed with one 50 mL portion of water, dried with sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure, yielding 5.6 grams of the subject compound. The NMR spectrum was consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07671055B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-6bdc0a08e8094bdea7b86e4a07cdaa0f |
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| Source note | uspto-grants-2010_03 |
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