HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 67486710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | HCID 67486385 | HCID 67486385 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67486710 | HCID 67486710 | 87% |
Reaction Steps
To 4-(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl)-benzoic acid methyl ester (3 g, 10.3 mmol) and K2CO3 (2.1 g, 15.4 mmol) in DMF (15 mL) was added 4-bromobenzyl bromide (3 g, 12.3 mmol). The solution was stirred at room temperature overnight. After partitioning between Et2O and water, the organic portion washed with brine, dried over Na2SO4 then concentrated to afford crude material which was crystallized from MeOH to afford 4-[5-(4-Bromobenzyl)-2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylmethyl]-benzoic acid methyl ester as a white solid (4.12 g, 87%). 1H NMR (500 MHz, DMSO-d6): δ 7.91 (d, J=8.5 Hz, 2H), 7.55 (d, J=8.5 Hz, 2H), 7.21 (d, J=8 Hz, 2H), 7.02 (d, J=8 Hz, 2H), 3.81 (s, 3H), 3.45 (s, 2H), 3.38 (s, 2H), 0.71 (s, 3H), 0.65 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710236B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-712314fda20e4e8293650d5e9ef1e99b |
| Source note | uspto-grants-2014_04 |