Methanol → HCID 43145166, compound

HRID 1530667Notes

Reaction equation

HRID 1530667 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][C:10](=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(C)(C)C)(=O)[NH:16][NH2:17].CO.C([BH3-])#N.[Na+].[OH-].[Na+]>>[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:16][NH2:17])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 5

HCID 887MethanolHCID 14798Sodium HydroxideHCID 70091tert-Butyl carbazateHCID 966503-Piperidinone, 1-(phenylmethyl)-HCID 5003444Sodium cyanoborohydride

Product 1

HCID 43145166HCID 43145166, compound

Procedure

To a solution of 1-benzylpiperidin-3-one (2.0 g, 0.0089 mol), and tert-Butyl carbazate (1.17 g, 0.00886 mol) in Methanol (31 mL, 0.78 mol) was added Sodium cyanoborohydride (1.11 g, 0.0177 mol) portionwise at 0° C. The mixture was stirred at room temperature overnight. The reaction mixture was basified with 1N NaOH solution and a white precipitate crashed out of solution. The reaction mixture was filtered and the white solid was allowed to air dry to give 1-benzyl-3-hydrazinylpiperidine.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto air dry

Sources & evidence

ORD record
ord-34646ec4960340d8a96f174a566a65b3
Source dataset
uspto-grants-2015_07
Patent number
US09090628B2

Reaction notes

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