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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63644Generated: October 28, 2026

Aluminium lithium hydride → N-methyl-1,3-dihydro-2-benzofuran-5-amine

https://huagongshe.com/reaction/63644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 118597990HCID 118597990—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductN-methyl-1,3-dihydro-2-benzofuran-5-amineHCID 2354437698.3%

Reaction Steps

To a solution of N-(1,3-dihydro-2-benzofuran-5-yl)formamide (250 mg, 1.5 mmol) in THF (20 mL) was added LAH (1.9 mL, 2.4 M in THF, 4.6 mmol) at 0° C. The reaction was stirred at r.t. for 2 h. The solution was diluted with water (0.5 mL) and EtOAc (30 mL), dried (Na2SO4), and concentrated to give 220 mg (96%) of the title compound as a yellow oil. [M+H] Calc'd for C9H11NO, 150. Found, 150.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447046B2
Source datasetuspto-grants-2016_09
ORD IDord-a656235040a8474db99851f83a60a9df
Source noteuspto-grants-2016_09