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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334985Generated: October 29, 2026

Triethylamine → 5-Methanesulfonyloxymethyl-1,3-dihydro-isoindole-2-carboxylic acid benzyl ester

https://huagongshe.com/reaction/334985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-Hydroxymethyl-1,3-dihydro-isoindole-2-carboxylic acid benzyl esterHCID 57990210—
SolventDichloromethaneHCID 6344—
Product5-Methanesulfonyloxymethyl-1,3-dihydro-isoindole-2-carboxylic acid benzyl esterHCID 57990212—

Reaction Conditions

Temperature5 °C

Reaction Steps

To a cooled solution (5° C.) of 5-hydroxymethyl-1,3-dihydro-isoindole-2-carboxylic acid benzyl ester (11 Kg, 38.8 mol, step 7) and Et3N (7.04 L, 50.6 mol) in DCM (55 L) was added methanesulphonyl chloride (2.97 L, 38.4 mol) so that the internal temp <10° C. After stirring for 0.5 h at 5° C. the solution was used below in step 9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883790B2
Source datasetuspto-grants-2014_11
ORD IDord-c012119e30034de08187247658f5c2fc
Source noteuspto-grants-2014_11