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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620560Generated: November 2, 2026

Sodium Hydroxide → (Azepan-4-yl)methanol

https://huagongshe.com/reaction/1620560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant7-Oxoazepane-4-carboxylateHCID 86678739—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(Azepan-4-yl)methanolHCID 2259407684.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of the obtained 7-oxoazepane-4-carboxylate (2.02 g) in THF (29 mL) was added dropwise to a suspension of lithium aluminum hydride (2.07 g) in THF (80 mL) under ice-cooling. The reaction mixture was stirred at room temperature for 3 hr and at 60° C. overnight. The reaction mixture was ice-cooled, diluted with THF (200 mL), and water (2.02 mL) was slowly added dropwise. Furthermore, 15% aqueous sodium hydroxide solution (2.02 mL) was added dropwise, then water (4.04 mL) was added, and the mixture was stirred at room temperature for 3 hr. The solid was separated by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-956f31ec38a747649b20433590197912
Source noteuspto-grants-2014_07