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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859684Generated: October 31, 2026

Morpholine → 4-(4-Bromo-2-ethyl-benzyl)-morpholine

https://huagongshe.com/reaction/859684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
Reactant4-Bromo-1-(bromomethyl)-2-ethylbenzeneHCID 58764075—
SolventAcetonitrileHCID 6342—
Product4-(4-Bromo-2-ethyl-benzyl)-morpholineHCID 5876420798.6%

Reaction Steps

To a solution of 4-bromo-1-bromomethyl-2-ethyl-benzene (3.67 g, 13.2 mmol) in CH3CN (66 mL) was added triethylamine (2.76 mL, 19.8 mmol) and morpholine (1.38 mL, 15.8 mmol). The mixture was stirred for 1.5 hours, at which time the volatiles were removed in vacuo to yield a pale yellow solid (3.7 g, 97%). 1H NMR (300 MHz, CDCl3): δ 1.19 (t, J=7.5 Hz, 3 H), 2.40 (m, 4 H), 2.68 (q, J=7.7 Hz, 2 H), 3.40 (s, 2 H), 3.65 (m, 4 H), 7.13 (m, 1 H), 7.22 (d, J=2.1 H, 1 H), 7.30 (d, J=2.1 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151105B2
Source datasetuspto-grants-2006_12
ORD IDord-0989b403e61348848ebde50e05a37405
Source noteuspto-grants-2006_12