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

HRID 648954Notes

Reaction equation

HRID 648954 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 acetic acid (3 liters). After standing for 17 hours at ambient temperature the mixture is poured onto ice. The precipitated crystals are suction filtered, washed with water until neutral and dried.

Workup

  1. additionthe mixture is poured onto ice
  2. filtrationfiltered
  3. washwashed with water until neutral and
  4. customdried

Sources & evidence

ORD record
ord-450bd3e733bb46c090ef7e5a694b3ab3
Source dataset
uspto-grants-1988_04
Patent number
US04737495

Reaction notes

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