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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370783Generated: November 1, 2026

Diisopropylethylamine → HCID 18512252, compound

https://huagongshe.com/reaction/1370783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
ReactantHCID 18512106HCID 18512106—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 18512252HCID 1851225285%

Reaction Conditions

Temperature90 °C

Reaction Steps

The product from Example 6A (0.92 g, 3.8 mmoles) and diisopropylethylamine (1.7 mL, 9.5 mmoles) in DMF (9.5 mL) were treated with methyl 4-(bromomethyl)benzoate (0.74 g, 7.6 mmoles) and heated for 18 hours at 90° C. After cooling to room temperature, the mixture was diluted with diethyl ether (200 mL). The mixture was washed with saturated ammonium chloride (200 mL), water (2×200 mL), brine (150 mL), dried (Na2SO4), filtered and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, 10:1→4:1 hexanes:ethyl acetate) to provide the title compound as a yellow solid (1.26 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583180B2
Source datasetuspto-grants-2003_06
ORD IDord-4a861b3ce0ce4673b8230ecef6f2f3db
Source noteuspto-grants-2003_06