Piperazine → 1-[6-(1-Propyloxy)indan-1-yl]piperazine

HRID 1956145Notes

Reaction equation

HRID 1956145 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:10][C:11]1[CH:19]=[C:18]2[C:14]([CH2:15][CH2:16][C:17]2=O)=[CH:13][CH:12]=1)[CH2:8][CH3:9].[BH4-].[Na+]>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH2:7]([O:10][C:11]1[CH:19]=[C:18]2[C:14]([CH2:15][CH2:16][CH:17]2[N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:13][CH:12]=1)[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 4311764Sodium borohydrideHCID 223753916-(1-Propoxy)indan-1-one

Product 1

HCID 223753881-[6-(1-Propyloxy)indan-1-yl]piperazine

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

Piperazine (20.6 g, 0.24 mol), 6-(1-propoxy)indan-1-one (4.6 g, 24 mmol), titanium(IV) isopropoxide (16 ml, 48 mmol) and sodium borohydride (2.8 g, 74 mmol) were reacted by Method A to give the product which was converted to the fumarate salt (beige solid, 5.0 g, 55.4%, mp: 157°-159° C.). Calcd for C16H24N2O.C4H4O4.0.3H2O: C, 62.91%; H, 7.55%; N, 7.34%. Found: C, 62.70%; H, 7.45%; N, 7.07%.

Workup

  1. customto give the product which

Sources & evidence

ORD record
ord-bf31a163591c4620929cf32375c5b731
Source dataset
uspto-grants-1998_07
Patent number
US05780470

Reaction notes

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