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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428144Generated: November 2, 2026

Aluminium lithium hydride → HCID 59678648, compound

https://huagongshe.com/reaction/1428144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-[2-(t-Butyldimethylsilanyloxy)ethoxymethyl]benzoic acid methyl esterHCID 59678688—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59678648HCID 5967864891%

Reaction Steps

To a solution of the product of Example 2 (670 mg, 2.18 mmol) dissolved in anhydrous THF (22 mL) was added a solution of LAH (1.0 M solution in THF, 2.18 mL, 2.18 mmol) dropwise. After completion of addition the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with water. The aqueous layer was extracted with ethyl acetate (3×). All combined organic layers were dried over Na2SO4, filtered, and concentrated to provide an oil (587 mg, 1.98 mmol), which was used in the next step without any further purification (91% yield). 1H (CDCl3 7.34 (4H, s), 4.68 (2H, s), 4.57 (2H, s), 3.80, 600 MHz): δ (2H, t, J=5.2 Hz), 3.56 (2H, t, J=5.3 Hz), 1.69 (1H, br s), 0.90 (9H, s), 0.07 (6H, s); 13C (CDCl3 140.4, 138.3, 128.0, 127.2, 73.2, 71.9, 65.4, 150 MHz): δ 63.0, 26.2, 18.6, −5.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08936777B2
Source datasetuspto-grants-2015_01
ORD IDord-d70602cbaf864e539505edfae654add7
Source noteuspto-grants-2015_01