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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167849Generated: October 29, 2026

Potassium tert-butoxide → 6-(4-(Benzyloxy)phenyl)morpholin-3-one

https://huagongshe.com/reaction/2167849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
ReactantN-[2-(4-benzyloxy-phenyl)-2-hydroxy-ethyl]-2-chloro-acetamideHCID 66653971—
Solvent2-Methyl-2-butanolHCID 6405—
SolventTetrahydrofuranHCID 8028—
Product6-(4-(Benzyloxy)phenyl)morpholin-3-oneHCID 6665395792%

Reaction Steps

To a solution of KOtBu (6.68 g; 59.5 mmol) in 2-methyl-2-butanol (100 mL) was added dropwise a solution of N-[2-(4-benzyloxy-phenyl)-2-hydroxy-ethyl]-2-chloro-acetamide (17.30 g; 54.1 mmol) in THF (100 mL). The resulting mixture was stirred for 1 hour at RT and then concentrated in vacuo. The residue was dissolved in CH2Cl2 and treated with a 1M aqueous solution of HCl, at 0° C. The layers were separated and the aqueous layer extracted with CH2Cl2. The combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo to afford 6-(4-benzyloxy-phenyl)-morpholin-3-one (14.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045441B2
Source datasetuspto-grants-2015_06
ORD IDord-0f941af47f9542e1bc40582cd57c9da4
Source noteuspto-grants-2015_06