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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639539Generated: October 30, 2026

Morpholine → HCID 66722555, compound

https://huagongshe.com/reaction/1639539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantBenzyl 2-(benzyloxy)-5-bromobenzoateHCID 17750009—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 66722555HCID 66722555—
ProductHCID 66722830HCID 66722830—

Reaction Steps

A solution of 500 mg (1.26 mmol) of benzyl 2-benzyloxy-5-bromobenzoate, 132 μL (132 mg, 1.5 mmol) of morpholine, 6 mg of palladium(II) acetate, 8.5 mg of (2-biphenyl)di-tert-butylphosphine, and 170 mg, 1.76 mmol) of sodium tert-butoxide in 3 mL of toluene is heated at 85° C. for 2 hrs. The reaction mixture is then diluted with ethyl acetate, washed with brine and dried over Na2SO4. After removal of solvent by rotoevaporation, the crude product is chromatographed to give 121 mg (0.30 mmol) of benzyl 2-benzyloxy-5-(morpholin-4-yl)benzoate and 72 mg (0.20 mmol) of tert-butyl 2-benzyloxy-5-(morpholin-4-yl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110570B2
Source datasetuspto-grants-2012_02
ORD IDord-3396e0a0cd4846ab871146092063be3d
Source noteuspto-grants-2012_02