Sodium Iodide → HCID 20326649, compound

Reaction equation

[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[O:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:20][CH2:21][CH2:22][CH2:23][C:24]([C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)=[O:25].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>>[ClH:20].[F:32][C:29]1[CH:28]=[CH:27][C:26]([C:24]([CH2:23][CH2:22][CH2:21][N:10]2[CH2:9][CH2:8][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[O:13][CH2:12][CH2:11]2)=[O:25])=[CH:31][CH:30]=1

Participants

Reactant 4

HCID 5238Sodium Iodide

HCID 11430Potassium Carbonate

HCID 197503-(4-Fluorobenzoyl)propyl chloride

HCID 203266297,7-Diphenyl-1,4-oxazepane

Product 1

HCID 20326649HCID 20326649, compound

Procedure

The mixture of 3.20 g of 7,7-diphenyl-hexahydro-1,4-oxazepine, 2.54 g of 4-chloro-4'-fluoro-butyrophenone, 3.35 g of anhydrous potassium carbonate and 0.21 g of sodium iodide is refluxed for 22 hours, while stirring. The suspension is cooled, filtered, the filtrate evaporated and the residue dissolved in acetone. The solution is acidified with ethereal hydrogen chloride, to yield the 4-[3-(4-fluorobenzoyl)-propyl]-7,7-diphenylhexahydro-1,4-oxazepine hydrochloride melting at 137°-140°.