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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218236Generated: October 30, 2026

Ammonium Chloride → 3-Benzyl-4-hydroxy-4-methyl-3-azabicyclo[3.1.0]hexan-2-one

https://huagongshe.com/reaction/2218236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Benzyl-3-azabicyclo(3.1.0)hexane-2,4-dioneHCID 2764586—
ReactantHCID 178418348HCID 178418348—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product3-Benzyl-4-hydroxy-4-methyl-3-azabicyclo[3.1.0]hexan-2-oneHCID 69121520—

Reaction Conditions

Temperature-78 °C

Reaction Steps

3-benzyl-3-azabicyclo[3.1.0]hexane-2,4-dione(U.S. Pat. No. 4,183,857, 1.9 gm, 9.5 mmol) was dissolved in 100 ml of tetrahydrofuran and cooled to −78° C. Methyllithium (10.5 ml of a 0.98M solution in ether, 10.2 mmol) was added dropwise. Saturated aqueous ammonium chloride was added to the cold reaction mixture; the mixture was then extracted with ethyl acetate. The combined organic layers were dried over sodium sulphate, filtered and concentrated in vacuo to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410993B2
Source datasetuspto-grants-2008_08
ORD IDord-776635ea68804833a8ab108d727ea043
Source noteuspto-grants-2008_08