Hydrogen Peroxide → 2-Chloro-4-fluorobenzoic acid

HRID 374616Notes

Reaction equation

HRID 374616 reaction equation
[Cl:1][C:2]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:3]=1[C:4](C1C=CC(C)=CC=1)=[O:5].O.C1(C)C=CC(S(O)(=O)=[O:26])=CC=1.OO>O1CCCC1.O>[Cl:1][C:2]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:3]=1[C:4]([OH:5])=[O:26]

Participants

6

Conditions

Temperature
20 °C

Procedure

12.4 g (0.05 mol) of 2-chloro-4-fluoro-4'-methylbenzophenone in 30 ml of tetrahydrofuran were added dropwise to a solution of 19.0 g (0.1 mol) of toluene-4-sulfonic acid hydrate and 3.8 g (0.1 mol) of 90% hydrogen peroxide in 100 ml of tetrahydrofuran. The mixture was subsequently stirred for 12 h at 20° C. and then diluted with 100 g of water. Further processing as described in Example 22 gave 7.6 g (43.5 mmol, 87%) of 2-chloro-4-fluorobenzoic acid (m.p. 181°-186° C.).

Sources & evidence

ORD record
ord-852b058bb93645dca1d4e532e23c84dd
Source dataset
uspto-grants-1996_01
Patent number
US05481032

Reaction notes

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