Tetrahydrofuran → HCID 20374254, compound

HRID 1834149Notes

Reaction equation

HRID 1834149 reaction equation
[C:1]1([C:7]2([C:35]#[N:36])[CH2:12][CH2:11][N:10]([C:13](=O)[CH2:14][C:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O1CCCC1.[OH-].[Na+]>O>[NH2:36][CH2:35][C:7]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][C:15]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:11][CH2:12]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 20374289HCID 20374289, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 20374254HCID 20374254, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 3 parts of 4-phenyl-1-(3,3,3-triphenylpropionyl)isonipecotonitrile and 3 parts of lithium aluminum hydride in 150 parts by volume of tetrahydrofuran is refluxed overnight and then the excess of lithium aluminum hydride is decomposed by the successive addition of 1 part by volume of water, 1 part by volume of 15% sodium hydroxide and 3 parts by volume of water. The mixture is then filtered and the solvent evaporated to afford, as an oil, 4-aminomethyl-4-phenyl-1-(3,3,3-triphenylpropyl)piperidine. This compound is represented by the following structural formula ##STR13##

Workup

  1. temperatureis refluxed overnight
  2. filtrationThe mixture is then filtered
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-d099abf3ba194824a19b534a65b82cf7
Source dataset
uspto-grants-1978_01
Patent number
US04069223

Reaction notes

Loading…