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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874066Generated: October 25, 2026

Trifluoroacetic acid → 2-tert-butyl-4H-pyran-4-one

https://huagongshe.com/reaction/874066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 178495557HCID 178495557—
SolventBenzeneHCID 241—
Product2-tert-butyl-4H-pyran-4-oneHCID 59293674102.2%

Reaction Steps

A mixture of 5-hydroxy-1-methoxy-6,6-dimethyl-hepta-1,4-dien-3-one (Step 1.7) (6.8 g, 36.9 mmol) and TFA (5.65 mL, 74 mmol, 2 eq) in benzene (250 mL) is stirred for 14 h at rt and concentrated. Purification of the residue by silica gel column chromatography (Hex/EtOAc, 1:0→75:25) provides 5.74 g of the title compound as a yellow oil: ESI-MS: 153.1 [M+H]+; tR=3.21 min (System 1); TLC: Rf=0.22 (Hex/EtOAc, 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980259B2
Source datasetuspto-grants-2015_03
ORD IDord-644a96d6c7fc4bb1aaeeca0dd4e02433
Source noteuspto-grants-2015_03