Aluminum(III) Chloride → HCID 20197208, compound

HRID 652411Notes

Reaction equation

HRID 652411 reaction equation
[CH3:1][NH:2][CH:3]1[CH2:9][CH:8](O)[C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[O:5][CH2:4]1.[Cl-:15].[Cl-].[Cl-].[Al+3]>COCCOC>[ClH:15].[CH3:1][NH:2][CH:3]1[CH:9]=[CH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[O:5][CH2:4]1

Participants

4

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 13446113HCID 13446113, compound

Product 1

HCID 20197208HCID 20197208, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

1.93 g of 3-methylamino-2,3,4,5-tetrahydro-1-benzoxepin-5-ol were added to 25 ml of ethylene glycol dimethyl ether and reacted with 1.5 g aluminum trichloride while cooling with ice. Subsequently, the reaction mixture was heated for 18 hours at boiling temperature. Thereafter, the solvent was evaporated; the residue was dissolved in water, and the solution was reacted with diluted sodium hydroxide solution and extracted with methylene chloride. The methylene chloride extract was evaporated, and the 3-methylamino-2,3-dihydro-1-benzoxepine which remained as a residue was converted to its hydrochloride as described in Example 1, and this was recrystallized from a methanol/ether mixture. 1.9 g of 3-methylamino-2,3-dihydro-1-benzoxepine hydrochloride were obtained. Melting point: 168°-170 degrees C.

Workup

  1. temperaturewhile cooling with ice
  2. temperatureSubsequently, the reaction mixture was heated for 18 hours
  3. customThereafter, the solvent was evaporated
  4. dissolutionthe residue was dissolved in water
  5. customthe solution was reacted with diluted sodium hydroxide solution
  6. extractionextracted with methylene chloride
  7. extractionThe methylene chloride extract
  8. customwas evaporated
  9. customthis was recrystallized from a methanol/ether mixture

Sources & evidence

ORD record
ord-b768a3240fdd42c19359463685b28e1f
Source dataset
uspto-grants-1987_06
Patent number
US04672062

Reaction notes

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