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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408494Generated: October 26, 2026

Trifluoroacetic acid → Trifluoroacetic acid

https://huagongshe.com/reaction/408494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant{5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl esterHCID 58609916—
SolventDichloromethaneHCID 6344—
ProductTrifluoroacetic acidHCID 642242%
Product5-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamineHCID 86712829—

Reaction Steps

A mixture of {5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester (28 g, 0.080 mol), triethylsilane (130 g, 1.12 mol) and trifluoroacetic acid (250 g, 2.24 mol) in dichloromethane (500 mL) was stirred at room temperature for 15 hours. The mixture was evaporated to dryness and then stirred in water. The solid was filtered and washed with ether to give 5-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamine as a trifluoracetic acid salt (11 g, 0.033 mol, yield 42%). ESI-MS m/z cacl. 234.08. found 235.16 (M+1)+ 1H NMR (CDCl3) δ 8.81 (br, 2H), 7.20 (t, 1H), 7.12 (d, 1H), 6.95 (m, 2H), 6.85 (t, 1H), 3.76 (s, 3H), 2.83 (d, 2H), 2.80 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759335B2
Source datasetuspto-grants-2014_06
ORD IDord-2e5b832b264c43ff8e8bfb454de3c6a7
Source noteuspto-grants-2014_06