Acetic Anhydride → HCID 20785076, compound

HRID 2064658Notes

Reaction equation

HRID 2064658 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[CH2:11][CH3:12])[CH3:2].[C:13](OC(=O)C)(=[O:15])[CH3:14]>N1C=CC=CC=1.O>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:13](=[O:15])[CH3:14])=[CH:6][C:5]=1[CH2:11][CH3:12])[CH3:2]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 132598104-Ethoxy-3-ethylaniline

Product 1

HCID 20785076HCID 20785076, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of 4-ethoxy-3-ethyl-phenylamine [0.6 g, Reference Example 30(t)] in pyridine (5 mL) was added acetic anhydride (1 mL) and the mixture was stirred 18 hours at ambient temperature. The reaction mixture was diluted with water (1000 mL) and the aqueous mixture was extracted twice with ethyl acetate (100 mL). The combined extracts were evaporated to give N-(4-ethoxy-3-ethyl-phenyl) acetamide (0.6 g) as a pink foam. GC-MS one peak, RT=9.16 minutes, MS 207 (M)+.

Workup

  1. extractionthe aqueous mixture was extracted twice with ethyl acetate (100 mL)
  2. customThe combined extracts were evaporated

Sources & evidence

ORD record
ord-a9d4da3deb0c4374a3bd9601c116fdc1
Source dataset
uspto-grants-2012_10
Patent number
US08288425B2

Reaction notes

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