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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994388Generated: November 1, 2026

Sulfuric Acid → 3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol

https://huagongshe.com/reaction/1994388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant3-Bromo-1-propanolHCID 12308—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant4-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenolHCID 11346738—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-olHCID 1131398084%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 0.53 g of 3-bromopropanol, 5.0 g of toluene and 0.06 q of tetra-n-butylammonium bromide was heated to 60° C. Thereto was added dropwise a mixed solution of 1.0 q of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol, 5.0 g of water and 0.16 g of lithium hydroxide monohydrate with stirring over 6 hours. After completion of the addition, the mixture was further stirred at 60° C. for 10 hours. The reaction mixture was then cooled to 20° C. After 2.0 g of a 20% aqueous sulfuric acid solution was added thereto, the mixture was stirred and then separated. The obtained organic layer was washed with 5.0 g of water and concentrated under reduced pressure to give 1.1 g of 3-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)-1-propyl alcohol (purity: 93%, yield: 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652177B2
Source datasetuspto-grants-2010_01
ORD IDord-87f619ef5c6b42ca8eaca9cfbc605284
Source noteuspto-grants-2010_01