Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Indene oxide | HCID 92838 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 14126784 | HCID 14126784 | — |
Reaction Steps
A solution of 10.8 ml of pyrrolidine in 6.75 g of 2,3-epoxy-indane [described by Mousseron et al., Bull. de Soc. Chim. de France, 1946, p. 629-630] was slowly added to 10.8 ml of demineralized water and after increasing the temperature to 65° C., the mixture was stirred for 90 minutes at 65° C. 20 ml of demineralized water were then added and excess pyrrolidine was distilled off at reduced pressure to obtain an oil phase and an aqueous phase. The aqueouse phase was saturated with sodium chloride and 1 ml of 32% sodium hydroxide was added thereto. The mixture was extacted with ether and the ether phase was dried and evaporated to dryness under reduced pressure. The oil residue was chromatographed over silica and eluted with ethyl acetate containing 5% of triethylamine to obtain 8.81 g of trans (±) 2,3-dihydro-1-(pyrrolidin-1-yl)-1H-inden-2-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04888355 |
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| Source dataset | uspto-grants-1989_12 |
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| ORD ID | ord-32316cee98584da7a6044fcbc462067b |
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| Source note | uspto-grants-1989_12 |
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