Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | ((o-Methoxyphenoxy)methyl)oxirane | HCID 98357 | — |
| Reactant | HCID 20379508 | HCID 20379508 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54026505 | HCID 54026505 | 22% |
Reaction Steps
A mixture of 3.6 parts of 2-(2-methoxyphenoxymethyl)oxirane, 5.3 parts of 1,3-dihydro-1-(3-piperidinylmethyl)-2H-benzimidazol-2-one monohydrochloride, 6 parts of sodium carbonate and 80 parts of ethanol is stirred and refluxed for 6 hours. The reaction mixture is cooled, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2'-oxybispropane. The product is filtered off and recrystallized from 4-methyl-2-pentanone, yielding 1.8 parts (22%) of 1,3-dihydro-1-{1-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-3-piperidinylmethyl}-2H-benzimidazol-2-one; mp. 158.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04181802 |
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| Source dataset | uspto-grants-1980_01 |
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| ORD ID | ord-29214a22aa1c46098c5c915e5e0f7dbd |
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| Source note | uspto-grants-1980_01 |
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