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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1169823Generated: October 31, 2026

Sodium Hydroxide → 4-Chloromethyl-5-isopropyl-2-(3-methoxyphenyl)oxazole

https://huagongshe.com/reaction/1169823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl methyl etherHCID 15413—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-Isopropyl-2-(3-methoxyphenyl)-4-methyloxazole 3-oxideHCID 57718886—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-Chloromethyl-5-isopropyl-2-(3-methoxyphenyl)oxazoleHCID 11666150—

Reaction Conditions

Temperature42.5 °C

Reaction Steps

75 g (648 mmol) of methanesulfonyl chloride were added at a temperature of 20° C. to a solution of 135 g (435 mmol) of 5-isopropyl-2-(3-methoxyphenyl)-4-methyloxazole 3-oxide in 500 ml of dichloromethane. The reaction was stirred at 40-45° C. up to full conversion. 500 ml of tert-butyl methyl ether and 300 ml of water were added. Addition of 20% sodium hydroxide solution established a pH of 8. After phase separation, the organic phase was washed with 3×200 ml of water. The organic phase was concentrated fully under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07825144B2
Source datasetuspto-grants-2010_11
ORD IDord-321076850fc44801871ef59aef95eb42
Source noteuspto-grants-2010_11