Sodium Iodide → HCID 21502776, compound

HRID 1288555Notes

Reaction equation

HRID 1288555 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.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>>[ClH:20].[F:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:24][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)=[CH:27][CH:28]=1

Participants

5

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 197503-(4-Fluorobenzoyl)propyl chlorideHCID 203266297,7-Diphenyl-1,4-oxazepane

Product 1

HCID 21502776HCID 21502776, 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-fluorobenzyl)-propyl]-7,7-diphenyl-hexahydro-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-763a00b611084f44877ca3e8b82c316d
Source dataset
uspto-grants-1976_10
Patent number
US03988448

Reaction notes

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