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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49480Generated: October 26, 2026

Trifluoroacetic acid → Allyl-methyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-butyl]-amine

https://huagongshe.com/reaction/49480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant6-[4-(Allyl-methyl-amino)-butoxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl esterHCID 69515417—
SolventDichloromethaneHCID 6344—
ProductAllyl-methyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-butyl]-amineHCID 2196661769.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

3.64 g (9.7 mmol) 6-[4-(Allyl-methyl-amino)-butoxy]-3,4-dihydro-2H-quinoline-1-carboxylic acid tert-butyl ester in 5 ml CH2Cl2 were treated with 3.5 ml TFA at 0° C., and the solution was stirred at 40° C. for 1 h. The solution was concentrated and the residue dissolved in a mixture of a saturated aqueous solution of NaHCO3 and ether. The inorganic phase was extracted with ether and the combined organic phases were washed with water and dried over Na2SO4 to yield 1.85 g (69%) Allyl-methyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-butyl]-amine, MS: 275 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706751B2
Source datasetuspto-grants-2004_03
ORD IDord-ec7fca52db6d439b85b45fc3d6bb3257
Source noteuspto-grants-2004_03