Ammonium Acetate → HCID 20468876, compound

HRID 1447131Notes

Reaction equation

HRID 1447131 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-dbc29d91877a42b0853a21420a5027c8
Source dataset
uspto-grants-1982_02
Patent number
US04315926

Reaction notes

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