Sodium Iodide → HCID 20326649, compound

HRID 596168Notes

Reaction equation

HRID 596168 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

5

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 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°.

Workup

  1. temperatureis refluxed for 22 hours
  2. temperatureThe suspension is cooled
  3. filtrationfiltered
  4. customthe filtrate evaporated
  5. dissolutionthe residue dissolved in acetone

Sources & evidence

ORD record
ord-8e1e735cfc0942528d8f4f391344482a
Source dataset
uspto-grants-1977_03
Patent number
US04010166

Reaction notes

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