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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412755Generated: October 29, 2026

2-Bromotoluene → 4-o-tolylmorpholine

https://huagongshe.com/reaction/412755

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromotolueneHCID 7236—
ReactantMorpholineHCID 8083—
ReactantSodium t-butoxideHCID 23676156—
Product4-o-tolylmorpholineHCID 981538740%

Reaction Steps

According to the general procedure B, 2-bromotoluene (171 mg, 1.00 mmol) reacted with morpholine (104 mg, 1.20 mmol) using 1 mol % of catalyst and sodium tert-butoxide (134 mg, 1.40 mmol) at room temperature for 43 h to give the title compound (70 mg, 40%) as an oil after purification: 1H-NMR (300 MHz, CDCl3): δ 7.22-7.18 (m, 2H), 7.06-7.00 (m, 2H), 3.87 (t, 4H, J=4.5 Hz), 2.93 (t, 4H, J=4.5 Hz), 2.34 (s, 3H). GC/MS(EI): m/z 177 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-8b08dbdb623c4d9ebc05f76e3c684ef8
Source noteuspto-grants-2003_05