Nitric Acid → HCID 13579642, compound

HRID 2290221Notes

Reaction equation

HRID 2290221 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][Cl:16])[C:9](=[O:17])[CH2:8][C:7]=2[CH:18]=1.C(=O)([O-])[O-].[K+].[K+].[N+:25]([O-])([OH:27])=[O:26]>>[N+:25]([C:4]1[C:3]([O:2][CH3:1])=[CH:18][C:7]2[CH2:8][C:9](=[O:17])[N:10]([CH2:13][CH2:14][CH2:15][Cl:16])[CH2:11][CH2:12][C:6]=2[CH:5]=1)([O-:27])=[O:26]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 11430Potassium CarbonateHCID 137469313-(3-Chloropropyl)-1,3,4,5-tetrahydro-8-methoxy-2H-3-benzazepin-2-one

Product 1

HCID 13579642HCID 13579642, compound

Procedure

An amount of 28.5 gm (0.106 mol) of 1-(8-methoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-3-chloro-propane is stirred in 350 ml of concentrated nitric acid for 30 minutes at 20° to 25° C. The solution is poured onto ice water, neutralized with potassium carbonate, and extracted twice with methylene chloride. The extract is dried over magnesium sulfate and concentrated by evaporation in vacuo, and the residue is purified over a silica gel column with ethyl acetate as eluant.

Workup

  1. additionThe solution is poured onto ice water
  2. extractionextracted twice with methylene chloride
  3. dry with materialThe extract is dried over magnesium sulfate
  4. concentrationconcentrated by evaporation in vacuo
  5. customthe residue is purified over a silica gel column with ethyl acetate as eluant

Sources & evidence

ORD record
ord-7b3a5ed9965749c88a660cee72573442
Source dataset
uspto-grants-1986_10
Patent number
US04616011

Reaction notes

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