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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908394Generated: October 27, 2026

Formaldehyde → 1-(4-Bromo-3-methoxyphenyl)-4-methylpiperazine

https://huagongshe.com/reaction/908394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodiumHCID 5360545—
Reactant1-(4-Bromo-3-methoxyphenyl)piperazineHCID 21071016—
SolventDichloromethaneHCID 6344—
Product1-(4-Bromo-3-methoxyphenyl)-4-methylpiperazineHCID 67387819—

Reaction Conditions

Temperature25 °C

Reaction Steps

Sodium triacetoxyhydroborate (25.9 mg) was added to 1-(4-bromo-3-methoxy-phenyl)piperazine (30 mg), N-ethyl-N-isopropyl-propan-2-amine (0.030 ml) and 37% aqueous formaldehyde (8.01 μl) dissolved in dichloromethane (1 ml). The resulting mixture was stirred at 25° C. for 2 hours. The reaction mixture was quenched with a saturated aqueous solution of sodium hydrogencarbonate (5 ml) and extracted with ethyl acetate (2×10 ml). The combined organic phases were dried over magnesium sulfate and concentrated to afford the crude 1-(4-bromo-3-methoxy-phenyl)-4-methyl-piperazine (25.00 mg). NMR Spectrum: (CDCl3) 2.38 (s, 3H), 2.60 (bs, 4H), 3.17-3.28 (m, 4H), 3.88 (s, 3H), 6.41 (dd, 1H), 6.47 (d, 1H), 7.36 (d, 1H); Mass spectrum: M+H+ 286

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017611B2
Source datasetuspto-grants-2011_09
ORD IDord-041bc44b223c423dae19d64e76485d0b
Source noteuspto-grants-2011_09