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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235595Generated: October 30, 2026

Aluminium lithium hydride → (4-tert-Butyl-3-isopropylphenyl)methanol

https://huagongshe.com/reaction/2235595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 4-tert-butyl-3-isopropylbenzoateHCID 59300556—
SolventTetrahydrofuranHCID 8028—
Product(4-tert-Butyl-3-isopropylphenyl)methanolHCID 5930061360.2%

Reaction Steps

To the ester 26.3 (145 mg, 0.62 mmol) in anhydrous THF (5.0 mL) was added dropwise 1.0 M LiAlH4 in THF (1.2 mL, 1.20 mmol) at 0° C. The resulting mixture was stirred for 5 minutes. The reaction was slowly quenched with 1 N NaOH aqueous solution (3.00 mL). The mixture was extracted with EtOAc (10 mL), dried over MgSO4, and concentrated in vacuo. The crude product was purified by flash chromatography on silica gel (0-10% EtOAc/hexane) to give 26.4 (77 mg, 60%) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714008B2
Source datasetuspto-grants-2010_05
ORD IDord-8646e4b4d9264559851c32687b31b199
Source noteuspto-grants-2010_05