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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841608Generated: November 2, 2026

Trifluoroacetic acid → [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amine

https://huagongshe.com/reaction/1841608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl esterHCID 68614538—
SolventDichloromethaneHCID 6344—
Product[4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amineHCID 23446691106%

Reaction Steps

A solution of 1.45 g (4.58 mmol) of [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-carbamic acid tert-butyl ester in 25 ml CH2Cl2 was treated at 0° C. with 11.5 ml TFA (during 20 min) and warmed up to room temperature during 1 h. The solution was concentrated and the residual oil was extracted with aqueous sat. NaHCO3 (+Na2CO3)/EtOAc (3×). The organic phase was dried (Na2SO4) and evaporated to yield 1.05 g (quantitative) of [4-(5-Dimethylamino-pent-1-ynyl)-phenyl]-methyl-amine MS: 217 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683201B2
Source datasetuspto-grants-2004_01
ORD IDord-d707626f412842688f2e2474fa0128f3
Source noteuspto-grants-2004_01