Piperazine → 1-[6-(Nonyloxy)-2,3-dihydro-1H-inden-1-yl]piperazine

HRID 1956150Notes

Reaction equation

HRID 1956150 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:16][C:17]1[CH:25]=[C:24]2[C:20]([CH2:21][CH2:22][C:23]2=O)=[CH:19][CH:18]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[BH4-].[Na+]>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH2:7]([O:16][C:17]1[CH:25]=[C:24]2[C:20]([CH2:21][CH2:22][CH:23]2[N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[CH:19][CH:18]=1)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 4311764Sodium borohydrideHCID 22375376HCID 22375376, compound

Product 1

HCID 223753821-[6-(Nonyloxy)-2,3-dihydro-1H-inden-1-yl]piperazineYield 91.2%

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

Piperazine (4.4 g, 51 mmol), 6-(1-nonyloxy)indan-1-one (1.4 g, 5.1 mmol), titanium(IV) isopropoxide (2.5 ml. 7.5 mmol) and sodium borohydride (1.8 g, 47 mmol) were reacted by Method B to give the product (1.6 g, 91.2%, mp: 138°-144° C.). Calcd for C22H36N2 O.C4H4O4.0.4H2O: C, 66.75%; H, 8.79%; N, 5.99%. Found: C, 66.76%; H, 8.71%; N, 5.90%.

Sources & evidence

ORD record
ord-9bf2f7407ba34132abc797d71e1cf885
Source dataset
uspto-grants-1998_07
Patent number
US05780470

Reaction notes

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