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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524557Generated: October 31, 2026

Bis(2-Methoxyethyl)amine → HCID 86695280, compound

https://huagongshe.com/reaction/524557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-Methoxyethyl)amineHCID 2383—
Reactant5-Hexynoic acidHCID 143036—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86695280HCID 86695280—

Reaction Steps

To a solution of hex-5-ynoic acid (7.11 g, 63.4 mmol), EDC.HCl (14.0 g, 72.9 mmol) and DMAP (387 mg, 3.17 mmol) in DCM (600 mL) at 0° C. was added bis(2-methoxyethyl)amine (9.3 mL, 63 mmol). The resulting mixture was warmed to RT for 20 hr and was then washed with hydrochloric acid (1 M, 2×500 mL) and water (500 mL). The organic layer was dried and evaporated in vacuo to afford the title compound, Intermediate B, as a yellow oil (16 g, 97%): 1H NMR (400 MHz, CDCl3) δ: 1.88 (3H, m), 2.26 (2H, m), 2.49 (2H, m), 3.32 (6H, s), 3.51 (4H, m), 3.55 (4H, m)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340545B2
Source datasetuspto-grants-2016_05
ORD IDord-fea611f7a1da4a03bd46a8456df9a528
Source noteuspto-grants-2016_05