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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196104Generated: October 26, 2026

Potassium Carbonate → 9-Methoxy-spiro[2H-1,5-benzodioxepin-3(4H),5'-[1,3]dioxane]-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/2196104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2,3-dihydroxy-4-methoxybenzoateHCID 11694090—
Reactant5,5-Bis(bromomethyl)-1,3-dioxaneHCID 12458134—
SolventDimethyl SulfoxideHCID 679—
Product9-Methoxy-spiro[2H-1,5-benzodioxepin-3(4H),5'-[1,3]dioxane]-6-carboxylic acid methyl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338431B2
Source datasetuspto-grants-2012_12
ORD IDord-92ae7b2fde4a4815ae7d851bbced86b3
Source noteuspto-grants-2012_12