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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560991Generated: October 26, 2026

Morpholine → 4-(4-Morpholin-4-ylmethyl-benzoyl)piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/560991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantTert-butyl 4-(4-formylbenzoyl)piperazine-1-carboxylateHCID 59218188—
SolventMethanolHCID 887—
SolventSodium BicarbonateHCID 516892—
Product4-(4-Morpholin-4-ylmethyl-benzoyl)piperazine-1-carboxylic acid tert-butyl esterHCID 59218185—

Reaction Steps

A solution of 4-(4-formyl-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (2.06 g) in methanol (100 mL) was treated with morpholine (4 mL) and NaBH(OAc)3 (6.98 g, in portions over 1 h). After 3 h, the mixture was diluted with saturated aquoues NaHCO3 and extracted with CH2Cl2. The organic layer was dried (Na2SO4) and concentrated. The residue was purified by column chromatography (SiO2) to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063206B2
Source datasetuspto-grants-2011_11
ORD IDord-d87303323f0a46e5988882a8c3f76528
Source noteuspto-grants-2011_11