Hydrazine hydrate (1:1) → HCID 11162571, compound

HRID 1242104Notes

Reaction equation

HRID 1242104 reaction equation
[CH2:1]([O:3][C:4]1([O:30][CH2:31][CH3:32])[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[C@@H:6]([CH2:18][N:19]2C(=O)C3=CC=CC=C3C2=O)[CH2:5]1)[CH3:2].O.NN>C(O)C>[CH2:31]([O:30][C:4]1([O:3][CH2:1][CH3:2])[CH2:9][CH2:8][N:7]([C@H:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH3:11])[C@@H:6]([CH2:18][NH2:19])[CH2:5]1)[CH3:32]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11293501HCID 11293501, compound

Product 1

HCID 11162571HCID 11162571, compoundYield 107.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4,4-diethoxy-1-((S)-1-phenyl-ethyl)-(R)-2-phthalimidomethyl-piperidine (5.25 g, 12.0 mmol) and hydrazine hydrate (2.92 ml, 60 mmol) was stirred overnight in ethanol (100 ml) at room temperature. The solvent was removed in vacuo and the solid residue was extracted with refluxing diethyl ether. The diethyl ether fractions were combined and evaporated in vacuo, which afforded 3.94 g (94%) of 4,4-diethoxy-1-((S)-1-phenyl-ethyl)-(R)-2-aminomethyl-piperidine as an oil.

Workup

  1. customThe solvent was removed in vacuo
  2. extractionthe solid residue was extracted with refluxing diethyl ether
  3. customevaporated in vacuo, which

Sources & evidence

ORD record
ord-1684be2778d34436a86c6f0d7a6d11a5
Source dataset
uspto-grants-2006_10
Patent number
US07115624B1

Reaction notes

Loading…