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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230849Generated: October 25, 2026

Methanol → 3-Methyl-2,3-dihydrobenzofuran-4-amine

https://huagongshe.com/reaction/230849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
Reactant2,2,2-Trifluoro-N-(3-methyl-2,3-dihydro-1-benzofuran-4-yl)acetamideHCID 57763285—
SolventWaterHCID 962—
Product3-Methyl-2,3-dihydrobenzofuran-4-amineHCID 5432640692.6%

Reaction Steps

To a stirred solution of Intermediate 24 (0.087 g) in 2:2:1 tetrahydrofuran:methanol:water (5 ml) was added lithium hyroxide (0.149 g) and the mixture stirred at room temperature for 47 h, then at 60° C. for 2.5 h. The solvent was removed in vacuo and the residue partitioned between ethyl acetate and water. The aqueous layer was re-extracted with dichloromethane and the combined organic layers dried over sodium sulphate and concentrated in vacuo to give the title compound as a colourless oil (0.049 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566786B2
Source datasetuspto-grants-2009_07
ORD IDord-d19e96b5ee8d4e5d9df787ed25d61f4d
Source noteuspto-grants-2009_07