HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 9-Methoxy-spiro[2H-1,5-benzodioxepin-3(4H),5'-[1,3]dioxane]-6-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2,3-dihydroxy-4-methoxybenzoate | HCID 11694090 | — |
| Reactant | 5,5-Bis(bromomethyl)-1,3-dioxane | HCID 12458134 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 9-Methoxy-spiro[2H-1,5-benzodioxepin-3(4H),5'-[1,3]dioxane]-6-carboxylic acid methyl ester | HCID 59286709 | — |
Reaction Steps
Following the general procedure, dialkylation of compound 513 (198 mg, 1 mmol) with compound 523 (301 mg, 1.1 mmol) in DMSO (5 mL) in the presence of K2CO3 (345 mg, 2.5 mmol) afforded compound 524 as a white solid material after purification by column chromatography (50-65% EtOAc in light petroleum). LC-MS: RT=2.65 min.; m/z 311.23 (M+H)+. 1H NMR (DMSO-d6): 7.37 (1H, d, J 8.8), 6.81 (1H, d, J 8.8), 4.80 (1H, d, J 6.4), 4.78 (1H, d, J 6.4), 4.07 (2H, s), 4.01 (2H, s), 3.81 (7H, s), 3.76 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338431B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-92ae7b2fde4a4815ae7d851bbced86b3 |
| Source note | uspto-grants-2012_12 |