Acetone → 1-Boc-4-isopropylpiperazine

Participants

Role	Name	HCID	Charge
Reactant	Acetone	HCID 180	—
Reactant	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
Reactant	Sodium triacetoxyborohydride	HCID 5049666	—
Reactant	5-(4-Ethylpiperazin-1-yl)-2-nitroaniline	HCID 59845904	—
Solvent	Acetic Acid	HCID 176	—
Solvent	Water	HCID 962	—
Solvent	Dichloromethane	HCID 6344	—
Product	1-Boc-4-isopropylpiperazine	HCID 10561352	—

Reaction Steps

Boc piperizine, 1 (10 g, 53.76 mmol) and acetone (4 mL) was taken in a mixture of dry DCM (100 mL) and acetic acid (3.2 mL). Stirred at room temperature for 20 min. Added Na(OAc)3BH (17 g, 80.2 mmol) and stirring continued at room temperature for 12 hr. The reaction mixture was diluted with water, extracted with ethyl acetate (3×25 mL). The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum to get crude title compound (13 g, crude). MS (ESI): 229.2 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09434697B2
Source dataset	uspto-grants-2016_09
ORD ID	ord-8cdb9919f49d4d87862b635031fe59b5
Source note	uspto-grants-2016_09