Ammonium Chloride → 1196894-98-0

HRID 2368079Notes

Reaction equation

HRID 2368079 reaction equation
[CH3:1][Mg]Br.CON(C)[C:7](=[O:23])[CH2:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]1.[Cl-].[NH4+]>C1COCC1>[O:23]=[C:7]([CH3:1])[CH2:8][CH2:9][CH:10]1[CH2:11][CH2:12][N:13]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:14][CH2:15]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 22458230HCID 22458230, compoundHCID 178418573HCID 178418573, compound

Product 1

HCID 575174821196894-98-0

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylmagnesium bromide (1 M THF solution, 30 mL) was added dropwise to a solution of tert-butyl 4-{3-[methoxy(methyl)amino]-3-oxopropyl}piperidine-1-carboxylate (4.5 g) in THF (50 mL) under ice-cooling, and the reaction mixture was stirred at room temperature for 3 hr. The reaction mixture was poured into saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (3.70 g).

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-03ae17e2993c4a79bf9eb6619025982e
Source dataset
uspto-grants-2014_04
Patent number
US08703758B2

Reaction notes

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