Hydrochloric Acid → Alpha,alpha,alpha-trifluoro-O-toluidine hydrochloride

HRID 436343Notes

Reaction equation

HRID 436343 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([F:11])([F:10])[F:9].[ClH:12].OO.[OH-].[Na+]>>[ClH:12].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([F:9])([F:10])[F:11]

Participants

5

Conditions

Temperature
81 °C

Procedure

An aqueous solution of o-aminobenzotrifluoride hydrochloride was prepared by the addition of o-aminobenzotrifluoride (1 mole; 161.1 grams) to 37% hydrochloric acid (10.8 moles; 1232 grams) at 24° C-36° C. Hydrogen peroxide (35.3%; 1.18 moles; 113.7 grams) was added dropwise over a 0.5 hour period (initial temp., 29° C; final temp. 81° C) and then maintained at 70° C-80° C for an additional 0.5 hour period. The acidic solution was neutralized with 50% sodium hydroxide (pH 10) and the contents steam distilled to give 198.0 grams of an organic product, wt. 198.0 grams.

Workup

  1. custom29° C
  2. distillationthe contents steam distilled

Sources & evidence

ORD record
ord-7c4dcdad7ecc4ba090f131be95b0b973
Source dataset
uspto-grants-1977_02
Patent number
US04008278

Reaction notes

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