Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | 2(3H)-Furanone, 3-bromodihydro- | HCID 95463 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66826537 | HCID 66826537 | — |
Reaction Steps
Sodium (23 g, 1 mol) is added in pieces to a reactor containing ethanol (1 l). The temperature of the reaction medium is stabilised at 70° C. (exothermic) before adding a solution of 4-bromophenol (173 g, 1 mol) in ethanol (150 ml). After cooling to room temperature, α-bromo-γ-butyrolactone (83 ml, 1 mol) is added slowly. The reaction medium is stirred for ten hours and is then treated by adding 1N hydrochloric acid solution (600 ml). The aqueous phase is extracted with ethyl acetate (2×1 l) and the combined organic phases are washed with water (1 l), dried over sodium sulphate, filtered and concentrated. The residue obtained is recrystallised from isopropanol (2.2 l) to give the expected compound in the form of a white powder (80.1 g, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07491747B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-8ed7143d8f034e1788db97afd9a618a4 |
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| Source note | uspto-grants-2009_02 |
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