Acetic Acid → Acetanilide

HRID 1439410Notes

Reaction equation

HRID 1439410 reaction equation
[PH4+].[C:2]([OH:5])(=O)[CH3:3].[NH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:2]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:5])[CH3:3]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 6115AnilineHCID 5460504Phosphonium

Product 1

HCID 904AcetanilideYield 90%

Procedure

To the same reaction mixture containing the phosphonium salt as in Example 1 was added a mixture of 3.0 g. (0.05 mole) of acetic acid and 5.2 g. (0.056 mole) of aniline, and the resulting mixture was reacted under reflux for 2 hours. Thereafter, the same after-treatment as in Example 1 was effected to obtain acetanilide, yield 90% based on acetic acid.

Workup

  1. additionwas added
  2. additiona mixture of 3.0 g
  3. temperatureunder reflux for 2 hours

Sources & evidence

ORD record
ord-7786c6f89fee4c4e9e3961e2cebef53d
Source dataset
uspto-grants-1977_11
Patent number
US04059603

Reaction notes

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