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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094241Generated: October 26, 2026

Diisopropylethylamine → Methyl 4-(6-bromo-hexanoyl-amino)-3-methyl-benzoate

https://huagongshe.com/reaction/2094241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Bromohexanoyl chlorideHCID 89848—
ReactantMethyl 4-amino-3-methylbenzoateHCID 2736799—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-(6-bromo-hexanoyl-amino)-3-methyl-benzoateHCID 69206251—

Reaction Steps

A solution of 2.14 g (10 mmol) 6-bromo-hexanoylchloride in 5.0 ml THF is slowly added dropwise with stirring at ambient temperature to 1.65 g (10 mmol) methyl 4-amino-3-methyl-benzoate in 50 ml THF with 2 ml DIPEA. After 16 hours stirring at ambient temperature the mixture is evaporated down i. vac., the residue is dissolved in dichloromethane, washed twice with water and dried over sodium sulphate. The residue remaining after evaporation i. vac. is further reacted without any more purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445525B2
Source datasetuspto-grants-2013_05
ORD IDord-5cac8d7ccac9440387fe88eac6cf38fb
Source noteuspto-grants-2013_05