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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105043Generated: October 31, 2026

Trimethylsilyldiazomethane → Methyl 2-iodo-3-methylbenzoate

https://huagongshe.com/reaction/2105043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-Iodo-3-methylbenzoic acidHCID 2759365—
SolventBenzene methanolHCID 21927730—
ProductMethyl 2-iodo-3-methylbenzoateHCID 1392492591%

Reaction Steps

To a solution of 2-iodo-3-methylbenzoic acid (500 mg, 0.48 mmol) in benzene/MeOH (2 mL, 10:1) was added TMSCHN2 (1 mL, 2N), the reaction mixture was stirred at rt for 30 min and then concentrated. The crude product was purified by flash chromatography (0 to 10% EtOAc/Hexanes, gradient) to afford 500 mg (91%) of Intermediate 299.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576098B2
Source datasetuspto-grants-2009_08
ORD IDord-ed76db1626e641ac83545614210694c2
Source noteuspto-grants-2009_08