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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407301Generated: October 27, 2026

Water → 2-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)-1,2,3,4-tetrahydro-isoquinoline-8-carboxylic acid methyl ester

https://huagongshe.com/reaction/2407301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromomethyl-1,4-benzodioxaneHCID 98333—
ReactantMethyl 1,2,3,4-tetrahydroisoquinoline-8-carboxylateHCID 45074001—
SolventDimethylformamideHCID 6228—
Product2-(2,3-Dihydrobenzo[1,4]dioxin-2-ylmethyl)-1,2,3,4-tetrahydro-isoquinoline-8-carboxylic acid methyl esterHCID 25176119—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (0.2 g, 0.88 mmol) and 1,2,3,4-tetrahydroisoquinoline-8-carboxylic acid methyl ester (0.14 g, 0.88 mmol) in DMF (10 ml) was added K2CO3 (0.61 g, 4.41 mmol). The reaction mixture was heated under microwaves at 140° C. for 10 min. Water was then added and the mixture extracted with DCM (3×5 ml). The combined organic phases were dried (Na2SO4), filtered and the filtrate was evaporated to give the title compound, which was purified by column chromatography (DCM/MeOH, 95:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809536B2
Source datasetuspto-grants-2014_08
ORD IDord-59ab6583497444f29bf5779ef3f9d227
Source noteuspto-grants-2014_08