Sulfuric Acid → HCID 23358037, compound

HRID 1260268Notes

Reaction equation

HRID 1260268 reaction equation
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][N:9]([CH2:13][CH2:14][CH3:15])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:16]([O-])([O-:18])=[O:17].[K+].OS(O)(=O)=O>>[N+:16]([C:4]1[CH:5]=[CH:6][C:1]([CH:7]2[CH2:12][CH2:11][CH2:10][N:9]([CH2:13][CH2:14][CH3:15])[CH2:8]2)=[CH:2][CH:3]=1)([O-:18])=[O:17]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 12937946HCID 12937946, compound

Product 1

HCID 23358037HCID 23358037, compoundYield 106.1%

Procedure

To ice cooled 3-phenyl-1-propyl-piperidine (4.6 g, 19.73 mmol) and KNO3 (2.254 g, 22.29 mmol) was added concentrated H2SO4. The reaction mixture was allowed to warm to room temperature and stirred for another 30 minutes. To the reaction mixture was added cautiously ice and subsequently the pH was adjusted to 9-10. The aqueous phase was extracted several times with ethyl acetate. The organic phases was dried over magnesium sulfate, filtered, and evaporated to dryness to yield the crude product (5.2 g, 81% purity).

Workup

  1. additionTo the reaction mixture was added cautiously ice
  2. extractionThe aqueous phase was extracted several times with ethyl acetate
  3. dry with materialThe organic phases was dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-8ca6a9affdb943b2b0f1e5decceb75ad
Source dataset
uspto-grants-2013_06
Patent number
US08470810B2

Reaction notes

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