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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590436Generated: October 31, 2026

Acetic Acid → 2-[(beta,gamma-Dihydroxypropylthio)methyl]-4-nitrophenol

https://huagongshe.com/reaction/1590436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantThioglycerolHCID 7291—
Reactant2-Hydroxy-5-nitrobenzyl bromideHCID 13044—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPotassium HydroxideHCID 14797—
SolventWaterHCID 962—
Product2-[(beta,gamma-Dihydroxypropylthio)methyl]-4-nitrophenolHCID 19770510—

Reaction Steps

13.2 g of potassium hydroxide pellets (85 %) are heated to 45° C. in 27 g of thioglycerol. 10 ml of N-methylpyrrolidone are added followed portionwise over 30 minutes by 0.1 mole (23.2 g) of 2-hydroxy-5-nitrobenzyl bromide. The temperature of 67°-70° C. which is obtained is maintained for 30 minutes after the end of addition. The reaction mixture is diluted with 300 g of iced water. After neutralizing with acetic acid, the expected product precipitates. After filtering off, followed by drying at 45° C. under vacuum the product obtained is recrystallized from isopropyl acetate. It melts at 130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05202487
Source datasetuspto-grants-1993_04
ORD IDord-a0c10528a11c484997247d82bc683b3f
Source noteuspto-grants-1993_04