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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23880Generated: October 29, 2026

Trimethylsilyldiazomethane → N-BOC-1,3-dihydro-2H-isoindole-1-carboxylic acid, methyl ester

https://huagongshe.com/reaction/23880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-((tert-butoxy)carbonyl)-2,3-dihydro-1H-isoindole-1-carboxylic acidHCID 2755967—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductN-BOC-1,3-dihydro-2H-isoindole-1-carboxylic acid, methyl esterHCID 57984733—

Reaction Steps

To a solution of N-BOC-1,3-dihydro-2H-isoindol-1-carboxylic acid (SNPE, 10 g, 38 mmol) in CH2Cl2 (100 mL) and MeOH (100 mL) at 0° C. was added trimethylsilyldiazomethane dropwise until the yellow color persisted. After stirring at rt for 15 min, the reaction mixture was concentrated in vacuo. The residue was azeotroped with toluene to afford N-BOC-1,3-dihydro-2H-isoindol-1-carboxylic acid, methyl ester which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855708B2
Source datasetuspto-grants-2005_02
ORD IDord-c52fefe22e2640288025b208c38064ec
Source noteuspto-grants-2005_02