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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190255Generated: October 29, 2026

Dichloromethane → 4-((3-Bromothiophen-2-yl)methyl)morpholine

https://huagongshe.com/reaction/2190255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMorpholineHCID 8083—
Reactant3-Bromothiophene-2-carboxaldehydeHCID 2797079—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventEthyl AcetateHCID 8857—
Product4-((3-Bromothiophen-2-yl)methyl)morpholineHCID 2343784784.4%

Reaction Steps

To a solution of 3-bromothiophene-2-carbaldehyde (500 mg, 2.62 mmol) and morpholine (0.68 mL, 7.85 mmol) and CH2Cl2 (10 mL) was added sodium triacetoxyborohydride (1.11 g, 5.24 mmol). The mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (100 mL) and the organic layer was washed with brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (580 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324264B1
Source datasetuspto-grants-2012_12
ORD IDord-5381ad921d964fcfabc70626713bb363
Source noteuspto-grants-2012_12