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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416212Generated: October 31, 2026

Diisopropylethylamine → HCID 66622253, compound

https://huagongshe.com/reaction/416212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-(aminomethyl)benzoateHCID 571728—
ReactantHCID 22308410HCID 22308410—
SolventIsopropanolHCID 3776—
ProductHCID 66622253HCID 6662225363%

Reaction Steps

In a sealed flask, a mixture of 7 (744 mg, 2.53 mmol), methyl 4-(aminomethyl)benzoate (628 mg, 3.80 mmol) and i-Pr2NEt (882 μl, 5.07 mmol) in isopropanol (50 mL) was heated to 120-125° C. for 7 days (during this period of time an excess of methyl 4-(aminomethyl)benzoate was added to the reaction mixture). The reaction mixture was allowed to cool to the room temperature, concentrated and purified by flash chromatography on silica gel (MeOH/CH2Cl2, 5/95→10/90 plus several drops of NH4OH) to afford the title compound 8 (671 mg, 1.59 mmol, 63% yield) as an orange sticky solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088805B2
Source datasetuspto-grants-2012_01
ORD IDord-4fc872ca045f4055b406cb4c03a409ff
Source noteuspto-grants-2012_01