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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241822Generated: October 31, 2026

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

https://huagongshe.com/reaction/241822

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 numberUS08653084B2
Source datasetuspto-grants-2014_02
ORD IDord-69e29cd167b642779b24af3ed612a99b
Source noteuspto-grants-2014_02