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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483669Generated: October 31, 2026

2-(Dimethylamino)ethanol → HCID 57968934, compound

https://huagongshe.com/reaction/1483669

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dimethylamino)ethanolHCID 7902—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantBenzoic acid, 4-[(1,3-dihydro-1-hydroxy-2,1-benzoxaborol-5-yl)oxy]-HCID 25010450—
SolventDimethylformamideHCID 6228—
ProductHCID 57968934HCID 5796893458.6%

Reaction Steps

To a clear solution of 4-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-5-yloxy)-benzoic acid ((C38), 0.5 g, 1.75 mmol) in DMF (20 mL) were added N,N-dimethylamino ethanol (0.37 mL, 3.7 mmol) and EDCI (0.71 g, 3.7 mmol). The reaction was stirred at room temperature overnight. Then DMF was evaporated under vacuum. The residue was purified over sililca gel, eluting with 5% MeOH/DCM, to afford the 0.35 g of the title compound in 56% yield. 1H NMR 400 MHz (DMSO-d6) δ: 7.97 (d, J=8.9 Hz, 2H), 7.76 (d, J=7.8 Hz, 1H), 7.15-7.07 (m, 4H), 4.95 (s, 2H), 4.33 (t, J=5.5 Hz, 2H), 2.58 (t, J=5.9 Hz, 2H), 2.20 (s, 6H); MS (ES) m/z: 342 (M+H)+; HPLC purity: 91.90% (220 nm), 94.99% (254 nm).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416146B2
Source datasetuspto-grants-2016_08
ORD IDord-547768c51498439b925fe36001b81b27
Source noteuspto-grants-2016_08