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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994385Generated: October 30, 2026

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

https://huagongshe.com/reaction/1994385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant3-Bromo-1-propanolHCID 12308—
ReactantSodium HydroxideHCID 14798—
Reactant4-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenolHCID 11346738—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
Product3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-olHCID 1131398099.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 0.72 g of 3-bromopropanol, 1.0 g of 2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenol, 3.0 g of hexane, 2.0 g of toluene, 0.06 g of tetra-n-butylammonium bromide and 5.0 g of water was added 0.77 g of a 27% aqueous sodium hydroxide solution. The mixture was heated to 60° C. and stirred for 4 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 1.2 g of 3-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)-1-propyl alcohol (purity: 93%, yield: 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652177B2
Source datasetuspto-grants-2010_01
ORD IDord-0b86443d5e07410c8d985dd03494702e
Source noteuspto-grants-2010_01