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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395182Generated: November 1, 2026

Aluminium lithium hydride → (4-Bromo-2-methylphenyl)methanol

https://huagongshe.com/reaction/395182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 4-bromo-2-methylbenzoateHCID 22031226—
SolventDiethyl EtherHCID 3283—
Product(4-Bromo-2-methylphenyl)methanolHCID 22280088—

Reaction Steps

A solution of methyl 4-bromo-2-methyl-benzoate (1.05 g, 4.58 mmols) in 10 mL of Et2O was cooled to 0° C. and treated with LiAlH4 (177.0 mg, 4.58 mmols), stirred for 3 hours, and then carefully quenched with H2O. The mixture was extracted with Et2O and the combined organic layers were washed with H2O and saturated aqueous NaCl, dried (MgSO4), and concentrated under reduced pressure. The title compound, 830.0 mg (90%), was isolated by column chromatography (10-30% EtOAc-hexanes) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06603019B2
Source datasetuspto-grants-2003_08
ORD IDord-e4b64ead0e514dedab48218e7c545c30
Source noteuspto-grants-2003_08