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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098978Generated: November 1, 2026

Acetic Acid → HCID 59590874, compound

https://huagongshe.com/reaction/2098978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantDichloromethane methanolHCID 21226129—
ReactantHCID 59590777HCID 59590777—
SolventDiethyl EtherHCID 3283—
ProductHCID 59590874HCID 5959087489%

Reaction Steps

A 25 mL conical flask was charged with 42.3 (0.11 g, 0.50 mmol) and 10:1 DCM/MeOH (5 mL). To the orange solution was added (trimethylsilyl)diazomethane (2.0 M solution in diethyl ether, commercially available from Aldrich) (0.30 mL, 0.60 mmol) dropwise (vigorous gas evolution). The resulting solution was stirred for 15 minutes at room temperature, quenched with acetic acid (0.029 mL, 0.50 mmol), and concentrated. The residue was purified by silica gel flash chromatography (0-30% EtOAc/hexanes) to afford 42.4 (0.104 g, 89% yield) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450522B2
Source datasetuspto-grants-2013_05
ORD IDord-cce1f6378c074365a3e37705de3e1018
Source noteuspto-grants-2013_05