Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-Benzyloxyphenol | HCID 80459 | — |
| Reactant | Methyl 11-bromoundecanoate | HCID 223913 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 11682457 | HCID 11682457 | 93% |
Reaction Steps
To a 250 mL Erlenmeyer flask was added freshly ground potassium hydroxide (4.2 g, 74.91 mmol) and 100 mL dimethyl sulfoxide. 2-benzyloxy-phenol (5 g, 24.97 mmol) and 11-bromoundecanoic acid methyl ester (7 g, 25.07 mmol) was added and the mixture was allowed to stir at room temperature overnight. Water (75 mL) was added and the solution was heated to 85° C., with stirring, for 3 hours. The reaction was cooled to room temperature and acidified with concentrated hydrochloric acid to pH 2. The acidified solution was cooled to 4° C. for 2 hours, and the precipitate then collect by suction filtration. The product was recrystallized form ethanol/water. The product (8.88 g, 93%) was isolated as a light brown solid, mp 62-63° C. Combustion analysis: Found: C, 74.71; H, 8.08%; C24H32O4 requires C, 74.97; H, 8.39%;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273794B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-342460b807c04802b173a6985c603fc9 |
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| Source note | uspto-grants-2012_09 |
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