Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412764Generated: October 30, 2026

4-Bromotoluene → HCID 10130667, compound

https://huagongshe.com/reaction/412764

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromotolueneHCID 7805—
ReactantDibutylamineHCID 8148—
ReactantSodium t-butoxideHCID 23676156—
ProductHCID 10130667HCID 1013066793%

Reaction Steps

According to the general procedure B, 4-bromotoluene (94 mg, 0.55 mmol) reacted with N,N-di-n-butylamine (65 mg, 0.50 mmol) using 1 mol % of catalyst and sodium tert-butoxide (58 mg, 0.60 mmol) at 40° C. for 24 h to give the title compound (102 mg, 93%) as a colorless oil: 1H-NMR (300 MHz, CDCl3): δ 7.07 (d, 2H, J=8.4 Hz), 6.64 (d, 2H, J=8.4 Hz), 3.28 (t, 4H, J=7.2 and 7.8 Hz), 2.30 (s, 3H), 1.60 (m, 4H), 1.40 (m, 4H), 1.00 (t, 6H, J=7.5 and 7.2 Hz). 13C{1H}-NMR (100 MHz, CDCl3): δ 146.17, 129.67, 124.34, 112.19, 50.99, 29.41, 20.38, 20.12, 14.01. GC/MS(EI): m/z 219 (M+), 176, 134.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-f381fa70aa394125b39799cf017a2e14
Source noteuspto-grants-2003_05