Phosphoric Acid → HCID 21526891, compound

Reaction equation

[Cl:1][C:2]([Cl:14])([Cl:13])[CH:3]([OH:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20](O)=[CH:19][CH:18]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(=O)(O)(O)O>>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([O:12][CH:3]([C:2]([Cl:13])([Cl:14])[Cl:1])[C:4]2[CH:5]=[CH:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=2)=[CH:19][CH:18]=1

Participants

Reactant 4

HCID 1004Phosphoric Acid

HCID 90154-Methoxyphenol

HCID 14812Phosphorus oxide (P4O10)

HCID 51779312,2,2-Trichloro-1-(4-methoxyphenyl)ethan-1-ol

Product 1

HCID 21526891HCID 21526891, compound

Procedure

α-trichloromethyl-p-methoxybenzyl alcohol, 5.0g, and p-methoxyphenol, 2.48g, were added to a mixture of phosphorus pentoxide, 18g, and phosphoric acid, 12 ml, and heated for 1 hr. on the steam bath. After standing overnight, ice was added and the mixture extracted with ether. The product was purified by column chromatography on silica gel and eluted with 5% ether in petroleum ether (60°-68°C) to give α-trichloromethyl-p-methoxybenzyl p-methoxyphenyl ether, mp 90°C. This method of synthesis is referred to in Table I as method B.