Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroethanol | HCID 34 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178433435 | HCID 178433435 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 14881117 | HCID 14881117 | 71.6% |
Reaction Steps
Ethylene chlorohydrin (20.2 g, 0.25M) was added to a solution of 2-hydroxy-3-phenyl-5,6-dimethyl-pyrazine (10.0 g, 50 mM) and 5N NaOH (50 ml) in t-butanol (150 ml), and stirred at 60° C. for 2.5 hours. Water was added to the reaction mixture, the mixture extracted with chloroform, and the extract dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was charged on a column of silica-gel (C-200, 130 g) packed with chloroform and eluted with chloroform-methanol (100:1) to obtain compound 109 (8.73 g, yield: 71.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04877877 |
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| Source dataset | uspto-grants-1989_10 |
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| ORD ID | ord-59aa8dbe53a546468c0e51f94c24238e |
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| Source note | uspto-grants-1989_10 |
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