Ammonium Acetate → HCID 20468876, compound

HRID 223751Notes

Reaction equation

HRID 223751 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=[O:11])=[C:4]([C:16](=O)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])[CH:3]=1.[C:25]([O-])(=O)C.[NH4+:29]>CO>[CH3:25][O:11][C:10]1[NH:29][C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])=[C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]2=[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=12

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 20468877HCID 20468877, compound

Product 1

HCID 20468876HCID 20468876, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The mixture of 1.0 g of the 2-[4-chloro-2-(2-fluorobenzoyl)-phenyl]-benzaldehyde, 2.3 g of ammonium acetate and 30 ml of methanol is stirred at 25° for 16 hours and evaporated. The residue is taken up in methylene chloride, the solution washed with aqueous sodium bicarbonate, dried and evaporated. The foamy residue is taken up in hexane-diethyl ether (7:3), the solution filtered through a bed of silica gel, evaporated, and the residue crystallized from diethyl ether-hexane, to give the 5-methoxy-9-chloro-7-(o-fluorophenyl)-dibenz[c,e]azepine melting at 136°-138°.

Workup

  1. customevaporated
  2. washthe solution washed with aqueous sodium bicarbonate
  3. customdried
  4. customevaporated
  5. filtrationthe solution filtered through a bed of silica gel
  6. customevaporated
  7. customthe residue crystallized from diethyl ether-hexane

Sources & evidence

ORD record
ord-40b6512751574b7d83b2090464aa54a7
Source dataset
uspto-grants-1982_10
Patent number
US04356176

Reaction notes

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