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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886840Generated: October 31, 2026

Methanol → HCID 68578793, compound

https://huagongshe.com/reaction/886840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantBorane;tetrahydrofuranHCID 2723981—
ReactantHCID 68578792HCID 68578792—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68578793HCID 6857879380.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-benzyl-9-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one (8.00 g, 24.1 mmol) in tetrahydrofuran (80 ml) was added 1M borane-tetrahydrofuran solution (96.4 ml, 96.4 mmol), and the mixture was stirred at 60° C. for 2 hr. Under ice-cooling, methanol (240 ml) and sodium hydroxide (20.8 g, 519 mmol) were added, and the mixture was stirred at room temperature for 2 hr, and the solvent was evaporated under reduced pressure. The residue was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the desired product (6.20 g, 80.8%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-c7b94410178b42748ab10c6a47946bcd
Source noteuspto-grants-2012_08