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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196091Generated: October 31, 2026

Water → HCID 59286719, compound

https://huagongshe.com/reaction/2196091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 59286721HCID 59286721—
SolventAcetoneHCID 180—
ProductHCID 59286719HCID 5928671914.2%

Reaction Steps

A suspension of 7-methoxy-4′,5′-dihydro-spiro[1,3-benzodioxole-2,3′-(2H)-thiophen]-4-carboxylic acid (161 mg, 0.600 mmol), K2CO3 (166 g, 1.20 mmol) and dimethyl sulphate (74 μL, 0.78 mmol) in acetone (1 mL) was kept at 50° C. overnight. At room temperature water (15 mL) was added and the aqueous phase was extracted with ethyl acetate (2×20 mL). The organic phase was dried over MgSO4 and evaporated to dryness under reduced pressure. Standard HPLC purification afforded compound 505 (24 mg, 14%). 1H NMR (CDCl3) δ 7.44 (d, 1H), 6.56 (d, 1H), 3.94 (s, 3H), 3.88 (s, 3H), 3.32 (d, 1H), 3.24 (d, 1H), 3.05 (t, 2H), 2.49 (td, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338431B2
Source datasetuspto-grants-2012_12
ORD IDord-a9d686f64d3d4a19b920426cff07474e
Source noteuspto-grants-2012_12