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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925521Generated: October 30, 2026

Water → HCID 15359283, compound

https://huagongshe.com/reaction/1925521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 2-adamantylacetateHCID 54117306—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15359283HCID 1535928390%

Reaction Steps

To a solution of lithium aluminium hydride (1.58 g, 41.63 mmol) in anhydrous tetrahydrofuran was slowly added a solution of Intermediate 72 (6.2 g, 29.76 mmol) in tetrahydrofuran (55 mL). The reaction mixture was stirred at room temperature overnight. Then water (12 mL), sodium hydroxide 4N (12 mL) and finally water again (36 mL) were added into the solution at 0° C. The mixture was stirred for some minutes and the resulting salts were filtered through a pad of Celite® washing with ethyl acetate (100 mL). The crude was treated with water and methylen chloride and the solvent of the organic layer was removed under reduced pressure to give the title compound as an oil (4.83 g, 90%), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178679B2
Source datasetuspto-grants-2012_05
ORD IDord-f6ef2fa6d30e4b5592c314d2f8cb18a7
Source noteuspto-grants-2012_05