Acetic Acid → 1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one

HRID 1380852Notes

Reaction equation

HRID 1380852 reaction equation
CO[CH:3](OC)[CH2:4][NH:5][C:6](=[O:18])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1.C(O)(=O)C>Cl>[CH3:15][O:14][C:11]1[C:10]([O:16][CH3:17])=[CH:9][C:8]2[CH2:7][C:6](=[O:18])[NH:5][CH:4]=[CH:3][C:13]=2[CH:12]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 13092500n-(2,2-Dimethoxyethyl)-2-(3,4-dimethoxyphenyl)acetamide

Product 1

HCID 14823731,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of N-(2,2-dimethoxyethyl)-3,4-dimethoxyphenylacetamide (600.6 g) in concentrated hydrochloric acid (3 liters) is mixed with glacial acetic acid (3 liters). After it has been left to stand for 17 hours at ambient temperature the mixture is poured onto ice. The crystals precipitated are suction filtered, washed with water until neutral and then dried. Yield: 350 g. Mp: 234°-237° C.

Workup

  1. waitAfter it has been left
  2. additionthe mixture is poured onto ice
  3. customThe crystals precipitated
  4. washwashed with water until neutral and
  5. customthen dried

Sources & evidence

ORD record
ord-30992379adad4ff78db3b30b0fb777ac
Source dataset
uspto-grants-1986_04
Patent number
US04584293

Reaction notes

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