Water → 4-(Aminomethyl)-1-phenylpiperidin-2-one

HRID 341053Notes

Reaction equation

HRID 341053 reaction equation
[N:1]([CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:17])[CH2:6]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[NH2:1][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7](=[O:17])[CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 866686784-(Azidomethyl)-1-phenylpiperidin-2-one

Product 1

HCID 671114354-(Aminomethyl)-1-phenylpiperidin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-(Azidomethyl)-1-phenylpiperidin-2-one (0.37 g, 1.3 mmol) was dissolved in tetrahydrofuran (10 mL) and treated with triphenylphosphine (0.36 g, 1.4 mmol, 1.05 equiv). After stirring for 1 hour, the mixture was treated with water (1 mL) and stirred for 14 hours. The mixture was dried with sodium sulfate, filtered and concentrated in vacuo, providing the titled compound.

Workup

  1. stirringstirred for 14 hours
  2. dry with materialThe mixture was dried with sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4901b3ba5ec5402cb4830f61f727cd81
Source dataset
uspto-grants-2014_11
Patent number
US08895580B2

Reaction notes

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