1,2,4,5-Tetrachlorobenzene → 2,3,4-Trichlorophenol

HRID 1659982

Reaction equation

HRID 1659982 reaction equation
ClC(Cl)(Cl)[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.ClC1C=C(Cl)C(Cl)=CC=1Cl.[Cl-:22].[Cl-:23].[Cl-:24].[Al+3]>C1(C)C(C)=CC=CC=1>[Cl:22][C:7]1[CH:8]=[CH:9][C:4]([OH:3])=[C:5]([Cl:23])[C:6]=1[Cl:24]

Participants

5

Reactant 3

HCID 72701,2,4,5-TetrachlorobenzeneHCID 40773Benzene, (trichloromethoxy)-HCID 6451240Aluminum(III) Chloride

Product 1

HCID 275822,3,4-TrichlorophenolYield 97%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of trichloroanisole (0.1 g mol; 21.15 g) and 1,2,4,5-tetrachlorobenzene (10 g) in xylene (80 ml) was heated at 80° C. with aluminium trichloride (0.05 mole; 6.65 g) for five hours. Trichlorophenol was isolated in 97% yield (based on trichloroanisole) as described in Example I below. Unchanged tetrachlorobenzene, together with xylene self condensation product (total 13.25 g) was isolated from the neutral product fraction after solvent removal.

Sources & evidence

ORD record
ord-c9c1696fd2094c909c2e138e64c092ea
Source dataset
uspto-grants-1981_12
Patent number
US04306098

Linked notes

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