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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830722Generated: October 27, 2026

Methanol → Methyl 4-amino-3-(trifluoromethoxy)benzoate

https://huagongshe.com/reaction/1830722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-amino-3-(trifluoromethoxy)benzoic AcidHCID 2735951—
ReactantEthyl acetate hexaneHCID 21226206—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-amino-3-(trifluoromethoxy)benzoateHCID 53419671—

Reaction Steps

To a stirred solution of 4-amino-3-trifluoromethoxy-benzoic acid (1.2 g, 5.4 mmol) in 16 mL of 4:1 THF:MeOH at 0 ° C. was added TMS -diazomethane (2M solution in hexane, 6 mL, 12 mmol) dropwise and conversion was monitored by TLC in ⅔ EtOAc/hexane. When complete, the reaction was concentrated to a white solid corresponding to the methyl ester (1.27 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067506B2
Source datasetuspto-grants-2006_06
ORD IDord-16b9b872349641a0bebb682e6dc85df2
Source noteuspto-grants-2006_06