Sulfuric Acid → HCID 23332969, compound
Reaction equation
[Cl:1][CH:2]([Cl:15])[CH:3]([C:5]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:6]=1[OH:14])[OH:4].[Cl:16][C:17]([Cl:22])([Cl:21])[CH:18](O)O.S(=O)(=O)(O)O>>[Cl:1][CH:2]([Cl:15])[CH:3]1[C:5]2[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[CH:8]=[CH:7][C:6]=2[O:14][CH:18]([C:17]([Cl:22])([Cl:21])[Cl:16])[O:4]1Participants
4
Procedure
A mixture of 2,2-dichloro-1-(2-hydroxy-5-carboxyphenyl)ethanol (1.25 g.), chloral hydrate (1.0 g.) and concentrated sulphuric acid (12.5 ml.) was stirred at room temperature for 3 days. The reaction mixture was poured onto ice, and the product was filtered off, washed with water, dried and crystallised from aqueous acetic acid to give 4-dichloromethyl-2-trichloromethylbenzo[1,3]dioxin-6-carboxylic acid, m.p. 209° C.