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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1442670Generated: November 1, 2026

Sodium hydride → 4-Cyclopropylmethoxy-benzenesulfonic acid sodium salt

https://huagongshe.com/reaction/1442670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantSodium 4-hydroxybenzenesulfonateHCID 4379756—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
Product4-Cyclopropylmethoxy-benzenesulfonic acid sodium saltHCID 23687161—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of 75 g (323 mmol) of 4-hydroxybenzenesulfonic acid sodium salt in 1350 ml of DMF, 20.67 g (517 mmol) of 60% oil suspended NaH are carefully added portionwise at r.t. To the mixture, 11.93 g (32.3 mmol) of tetrabutylammonium iodide and 50.13 ml (517 mmol) of (bromomethyl)-cyclopropane are added successively. After stirring for 25 h at 60° C., the reaction mixture is cooled to r.t. Precipitates are collected and washed with CH2Cl2 several times, and then recrystalized with mixed solvent (EtOH-H2O=2:1) to give the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659293B2
Source datasetuspto-grants-2010_02
ORD IDord-b95e1bf895884b6e9c5403e2c97c175a
Source noteuspto-grants-2010_02