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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885822Generated: October 31, 2026

Iodoethane → HCID 19877818, compound

https://huagongshe.com/reaction/1885822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
Reactant3-Methylsalicylic AcidHCID 6738—
ReactantSodium hydrideHCID 24758—
Reactanttetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 19877818HCID 19877818—

Reaction Conditions

Temperature60 °C

Reaction Steps

at room temperature, a solution of 100.3 g of 2-hydroxy-3-methylbenzoic acid in 150 ml of DMF/THF (dimethylformamide/tetrahydrofuran, 1:1) is dripped into 43.6 g of sodium hydride (80% strength in white oil) in 350 ml of DMF/THF (1:1). The mixture is stirred for 40 minutes at 60° C. and then 226.5 g of ethyl iodide is dripped in at room temperature. After the addition of a further 250 ml of DMF/THF (1:1) the mixture is stirred for 9 hours at 60°-70° C. The reaction mixture is poured into ice water and extracted with ether. The combined organic phases are washed with water, dried and concentrated. There is obtained 126.3 g of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05147645
Source datasetuspto-grants-1992_09
ORD IDord-c72c1eeecbee464a949c7b4af58a08d3
Source noteuspto-grants-1992_09