Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(4-Piperidinyl)-1,2-benzisoxazole Hydrochloride | HCID 13076437 | — |
| Reactant | 1-[4-(4-Bromobutoxy)3-methoxyphenyl]ethanone | HCID 14407171 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22023246 | HCID 22023246 | 94.2% |
Reaction Steps
A mixture of 3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride (4.3 g, 0.018 mol), K2CO3 (5.5 g, 0.04 mol), and 1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone (5.5 g, 0.018 mol), and dimethylformamide (60 ml) was stirred and heated at 75° C. for 16 hours. The reaction was poured into water and was extracted with ethyl acetate. The ethyl acetate was washed (water), dried (MgSO4), and the solvent concentrated to afford 7.2 g of a beige solid. Recrystallization (twice) from ethyl alcohol yielded 3.3 g (43%) of 1-[4-[4-[4-(1,2-benzisoxazol-3-yl)-1-piperidinyl]butoxy]-3-methoxyphenyl]ethanone, m.p.=99°-101° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05364866 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-cd0134995c274c8384b7d2d81c7136e4 |
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| Source note | uspto-grants-1994_11 |
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