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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847725Generated: October 30, 2026

p-Toluenesulfonic acid → 3-n-Butyl-5-(4-formylbenzyl) hydantoin

https://huagongshe.com/reaction/847725

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-n-Butyl-5-[4-(1,3-dioxol-2-yl)benzyl] hydantoinHCID 70549712—
SolventAcetoneHCID 180—
Product3-n-Butyl-5-(4-formylbenzyl) hydantoinHCID 12790721—

Reaction Steps

3-n-Butyl-5-[4-(1,3-dioxol-2-yl)benzyl] hydantoin (5.5 g., 0.017 mole) was dissolved in acetone (150 ml.) and stirred overnight at room temperature with p-toluene sulphonic acid (0.5 g). The acetone was evaporated off in vacuo and the residual oily solid partitioned between water and chloroform. The chloroform phase was washed with sodium carbonate solution (2% W/V), then evaporated in vacuo to give a yellow oil which slowly crystallised and was recrystallised from petroleum ether 60/80° C./ethyl acetate (3/1 V/V) to give 3-n-butyl-5-(4-formylbenzyl) hydantoin, 4.5 g (95%), m.p. 160° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04293563
Source datasetuspto-grants-1981_10
ORD IDord-e32c4f91ca864252b4e3c0180e96718b
Source noteuspto-grants-1981_10