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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672611Generated: October 25, 2026

Trifluoroacetic acid → Methyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoate

https://huagongshe.com/reaction/1672611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-[({2-[2-(4-bromobenzyloxy)phenyl]ethyl}-tert-butoxycarbonylamino)methyl]benzoateHCID 57864402—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-({2-[2-(4-bromobenzyloxy)phenyl]ethylamino}methyl)benzoateHCID 2201499593%

Reaction Steps

A solution of 4.2 g (7.57 mmol) of methyl 4-[({2-[2-(4-bromobenzyloxy)phenyl]ethyl}-tert-butoxycarbonylamino)methyl]benzoate from Example 4A in 15 ml of dichloromethane is stirred with 15 ml of trifluoroacetic acid at room temperature for 4 hours. The reaction solution is then neutralized with aqueous sodium bicarbonate solution, and the organic phase is separated off and dried over sodium sulfate. Filtration is followed by removal of the solvent in vacuo. 3.2 g (7.04 mmol, 92% yield) of a colorless oil are obtained which are employed in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998988B2
Source datasetuspto-grants-2011_08
ORD IDord-ce317b1ed501428c99a18934d614935e
Source noteuspto-grants-2011_08