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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855055Generated: October 26, 2026

Thiophenol → ethyl 6-methyl-8-[(phenylthio)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/855055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactantethyl 8-(hydroxymethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69518213—
SolventTetrahydrofuranHCID 8028—
Productethyl 6-methyl-8-[(phenylthio)methyl]-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 6951957098%

Reaction Steps

The polymer bound triphenylphosphine (1.2 g, 3.6 mmole) was suspended in anhydrous THF (10 mL) and the mixture was allowed to stir for 15 minutes. The ethyl 8-(hydroxymethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in Example 605b, Step 1 (0.38 g, 1.20 mmole), benzenethiol (0.20 g, 1.80 mmole) and DEAD (0.31 g, 1.80 mmole) were added to above mixture, which was allowed to stir for 18 hours. The resulting mixture was filtered through a plug of celite and condensed in vacuo to give a yellow oil (0.49 g, 98%). No further purification was performed. GCMS m/z 408.0 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259266B2
Source datasetuspto-grants-2007_08
ORD IDord-23472c31f07f4ea1bd5a897d57c6cd8a
Source noteuspto-grants-2007_08