Hydrochloric Acid → 4-[2,6-Dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-1-(4-fluoro-phenyl)-butan-1-one

HRID 1869149Notes

Reaction equation

[Cl:1][C:2]1[CH:23]=[C:22]([O:24][CH2:25][CH:26]=[C:27]([Cl:29])[Cl:28])[CH:21]=[C:20]([Cl:30])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]1([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)OCC[O:9]1.Cl>C(O)C>[Cl:1][C:2]1[CH:23]=[C:22]([O:24][CH2:25][CH:26]=[C:27]([Cl:29])[Cl:28])[CH:21]=[C:20]([Cl:30])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)=[O:9]

Participants

Conditions

Temperature: 80 °C

Procedure

2.0 g of 2-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propyl}-2-(4-fluoro-phenyl)-[1,3]dioxolane are dissolved in 20 ml of ethanol, and 1.95 g of 10% aqueous hydrochloric acid are added thereto. After stirring for 16 hours at 80° C., the reaction mixture is concentrated. After purification over silica gel, 4-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-1-(4-fluoro-phenyl)-butan-1-one is obtained.

Workup

concentrationthe reaction mixture is concentrated
customAfter purification over silica gel

Sources & evidence

ORD record: ord-3d9577a3b4404f0b81bfbeadf0d92617
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07638514B2

Reaction notes

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