Hydroxylamine → HCID 76144948, compound

HRID 1626776Notes

Reaction equation

HRID 1626776 reaction equation
[C:1]([CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1)#[N:2].[NH2:17][OH:18]>C(O)C>[NH2:2][C:1](=[N:17][OH:18])[CH2:3][CH:4]1[CH2:5][CH2:6][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 22248390tert-Butyl 4-(cyanomethyl)piperidine-1-carboxylate

Product 1

HCID 76144948HCID 76144948, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

tert-Butyl 4-(cyanomethyl)piperidine-1-carboxylate (91 mmol) was dissolved in ethanol (200 mL), and an aqueous hydroxylamine solution (50%, 17 mL, 170 mmol) was added, followed by heating to reflux for 3.5 hours. The reaction solution was cooled, and subsequently concentrated under reduced pressure to afford tert-butyl 4-[2-amino-2-(hydroxyimino)ethyl]piperidine-1-carboxylate as a colorless amorphous solid.

Workup

  1. temperatureby heating
  2. temperatureto reflux for 3.5 hours
  3. temperatureThe reaction solution was cooled
  4. concentrationsubsequently concentrated under reduced pressure

Sources & evidence

ORD record
ord-313fe02e715643789230c8095a2be73b
Source dataset
uspto-grants-2014_07
Patent number
US08785462B2

Reaction notes

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