Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | 2-Hydroxy-1-naphthaldehyde | HCID 12819 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 3149434 | HCID 3149434 | 71% |
Reaction Steps
As shown in Chemical Formula 2, in 196 mL (2.47 mol) of epichlorohydrin (2), 17.1 g (99.0 mmol) of 2-hydroxy-1-naphthoaldehyde (1) was dissolved and thereto, 2.26 g (9.92 mmol) of benzyltriethylammonium chloride was added, followed by refluxing the resultant reaction mixture for 15 minutes to effect the reaction. Then, the reaction solution was dissolved in 200 mL of chloroform and the resultant solution was washed with 150 mL of water three times. The organic phase was dried over MgSO4 (magnesium sulfate), and the solvent thereof was concentrated under reduced pressure. The resultant residue was recrystallized in isopropyl alcohol and the resultant needle crystal was washed with isopropyl alcohol to obtain 16.1 g (yield: 71%) of 2-(glycidyloxy)-1-naphthoaldehyde (3) as a needle crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507611B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-1345f531cf07493c9db467c7838edbbc |
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| Source note | uspto-grants-2013_08 |
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