Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | Ethyl gallate | HCID 13250 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53689643 | HCID 53689643 | — |
Reaction Steps
To a solution of 3,4,5-trihydroxy-benzoic acid ethyl ester (5.00 g, 24.2 mmol) in DMF (70 mL) are added 1,2-dibromoethane (2.13 mL, 24.2 mmol) and CsCO3 (16.9 g, 50.9 mmol) and the mixture is stirred overnight at room temperature and for 5 hrs at 60° C. Extractive work-up with diethyl ether, washing of the organic phase with brine and evaporation gives the crude product as brown oil which is purified by silica gel chromatography (hexane/AcOEt 3:2). The title compound is obtained as a white solid. TLC, Rf (hexane/AcOEt 1:1)=0.27. MS: 223.0 [M−H]+. 1H-NMR (CDCl3): δ 1.40 (t, 3H), 4.3-4.42 (m, 6H), 5.45 (s, 1H), 7.23 (s, 1H), 7.29 (s, 1H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07807709B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-e092aa892544461fa9772ca9dcfd1eca |
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| Source note | uspto-grants-2010_10 |
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