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

HRID 621430Notes

Reaction equation

HRID 621430 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-944fd4166f1b4edc818b9692c1dd4783
Source dataset
uspto-grants-1989_04
Patent number
US04824839

Reaction notes

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