Piperazine → 1-Indan-1-yl-piperazine

HRID 1956143Notes

Reaction equation

HRID 1956143 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7]1(=O)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1.[BH4-].[Na+]>CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-]>[CH:7]1([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 67351-IndanoneHCID 4311764Sodium borohydride

Product 1

HCID 108458021-Indan-1-yl-piperazineYield 37.1%

Reagents, catalysts & solvents 1

HCID 11026Titanium isopropoxideCatalyst

Procedure

Piperazine (17.2 g, 0.2 mol), indan-1-one (2.6 g, 20 mmol), titanium(IV) isopropoxide (13.3 ml, 40 mmol) and sodium borohydride (3.6 g, 95 mmol) were reacted by Method A to give the product (1.5 g, 37.1%). The crude product was used without purification.

Sources & evidence

ORD record
ord-482028b360554e6bbe6d6b4b1317bbc8
Source dataset
uspto-grants-1998_07
Patent number
US05780470

Reaction notes

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