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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854978Generated: October 30, 2026

Phenol → ethyl 6-chloro-7-(phenoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/854978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantSodium hydrideHCID 24758—
Reactantethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69517129—
SolventDimethylformamideHCID 6228—
Productethyl 6-chloro-7-(phenoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 69518872—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of phenol (117 mg, 0.69 mmol) in 1 mL DMF was added to a mixture of NaH (30 mg, 0.75 mmol) in 1 mL DMF at 0° C. under argon. After 30 min, a solution of ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (250 mg, 0.62 mmol) in 2 mL DMF described in Example 157 Step 3 was added dropwise. The reaction was warmed to 25° C. After 18 h, the reaction was filtered through a pad of Celite (1″) and washed with EtOAc (20 mL). The filtrate was concentrated to give a pale yellow solid in 230 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259266B2
Source datasetuspto-grants-2007_08
ORD IDord-9ebbc3ee8b3e40f7bcdea67bf48857c8
Source noteuspto-grants-2007_08