Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Iodophenol | HCID 10894 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Bromohexanol | HCID 21981760 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | HCID 58609394 | HCID 58609394 | 69% |
Reaction Steps
A solution of NaOH (0.327 g, 8.18 mmol) and 4-iodophenol (1.5 g, 6.82 mmol) in 7.5 ml of DMF and 3.5 ml of THF was stirred at room temperature for 15 minutes. Then bromohexanol (1.482 g, 8.18 mmol) was added and the reaction mixture was warmed at 60° C. When the reaction is over, water was added (15 ml) and the mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulphate and after filtration the solvent was removed at reduced pressure. The product was isolated by silica gel column chromatography using a mixture of ethyl acetate:dichloromethane 3:7 as eluant. A white solid was obtained (1.509 g, yield 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461354B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-4d54082da2264dfb878070b3c2569fe4 |
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| Source note | uspto-grants-2013_06 |
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