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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 4-(3,3-Dichloro-2-propenyloxy)-2,6-dichlorophenol | HCID 11346738 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol | HCID 11313980 | 84% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652177B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-87f619ef5c6b42ca8eaca9cfbc605284 |
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| Source note | uspto-grants-2010_01 |
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