Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Bromoresorcinol | HCID 81105 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131729976 | HCID 131729976 | — |
Reaction Steps
Epichlorohydrin (122.4 g, 1.32 mol), 4-bromoresorcinol (25.0 g, 0.13 mol) and Isopropyl alcohol (100 g) were added to a 500 ml three-neck flask and warmed to 75° C. A solution of 22.2 g 50 wt % sodium hydroxide in water was added dropwise to the flask over 6 hours. The flask temperature was raised to 83° C. and held for an additional 2 hours. After the reaction, the solution was filtered and solvents were evaporated. Toluene was then added to the residual mass. The solids were filtered and the toluene was again removed, giving a light-brown oil. Further purification was conducted using vacuum distillation to give a clear liquid which crystallizes upon standing. 1H NMR (CDCl3): δppm 2.6-2.9 (4H), 3.3 (2H), 3.8-4.3 (4H), 6.3-7.4 (3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278401B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-bf845a786b6d4fa29e49dd2760fa7ede |
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| Source note | uspto-grants-2012_10 |
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