Hydrochloric Acid → 8-methoxy-2,3-dihydro-1H-3-benzazepin-2-one

HRID 542719Notes

Reaction equation

HRID 542719 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][C:6](=[O:16])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1.Cl>C(O)(=O)C>[CH3:15][O:14][C:10]1[CH:11]=[CH:12][C:13]2[CH:3]=[CH:4][NH:5][C:6](=[O:16])[CH2:7][C:8]=2[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13853346n-(2,2-Dimethoxyethyl)-2-(3-methoxyphenyl)acetamide

Product 1

HCID 42200938-methoxy-2,3-dihydro-1H-3-benzazepin-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of the benzeneacetamide (70 g, 0.277 m) in acetic acid (180 ml) was added with stirring to concentrated hydrochloric acid (120 ml). The mixture was stirred for 16 hours, diluted with ice/water and filtered. The filter cake was dissolved in methylene chloride which was washed with water, dried with magnesium sulfate and concentrated in vacuo to give 2,3-dihydro-8-methoxy-2-oxo-1H-3-benzazepine.

Workup

  1. filtrationfiltered
  2. dissolutionThe filter cake was dissolved in methylene chloride which
  3. washwas washed with water
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8842982f9f744c72a7534a48250f7f18
Source dataset
uspto-grants-1987_04
Patent number
US04659706

Reaction notes

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