Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetamide | HCID 6580 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester | HCID 83065 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67506130 | HCID 67506130 | — |
Reaction Steps
To a mixture of 5-hydroxyisophthalic acid dimethyl ester (500 mg, 2.38 mmol) and chloroacetamide (245 mg, 2.62 mmol) in DMF (7 mL) is added potassium carbonate (986 mg, 7.14 mmol) and the mixture is stirred at room temperature for 2 days. Water is added to the mixture and then it is extracted with ethyl acetate. The organic phase is washed with water and brine and is dried over sodium sulfate. The organic solution is concentrated to one fourth volume to give a precipitate. The solid is filtered, washed with ethyl acetate and dried under reduced pressure to give 5-carbamoylmethoxyisophthalic acid dimethyl ester. MS 268.2 (M+1);); 1H-NMR (400 MHz, CDCl3); δ ppm 3.96 (s, 6H), 4.59 (s, 2H), 5.87 (s, broad, 1H), 6.55 (s, broad, 1H), 7.79 (s, 2H), 8.37 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006249B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-191f70398636466dbc09446f7289d784 |
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| Source note | uspto-grants-2015_04 |
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