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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781319Generated: October 31, 2026

2,3-Dihydrobenzofuran-5-carboxaldehyde → 2-Azido-3-(2,3-dihydro-benzofuran-5-yl)-acrylic acid methyl ester

https://huagongshe.com/reaction/1781319

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydrobenzofuran-5-carboxaldehydeHCID 735901—
ReactantMethyl 2-azidoacetateHCID 4020482—
ReactantPotassium tert-butoxideHCID 23665647—
SolventMethanolHCID 887—
Product2-Azido-3-(2,3-dihydro-benzofuran-5-yl)-acrylic acid methyl esterHCID 5454396894.2%

Reaction Conditions

Temperature-10 °C

Reaction Steps

To a cold (-10° C.) stirred solution of potassium tert-butoxide (6.06 g) in dry methanol (40 ml) was added dropwise a mixture of 2,3-dihydrobenzofuran-5-carboxaldehyde (2 g) and methyl azidoacetate (6.21 g). The mixture was stirred for 1 h at -10° C. and then stored at 0° C. for 18 h. The resulting pale yellow microcrystals were collected by filtration to give the title compound (3.12 g), m.p. 77°-80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05633276
Source datasetuspto-grants-1997_05
ORD IDord-d3d3361c405f4232a9008dac1542cd34
Source noteuspto-grants-1997_05