Acetone → 3-(3-Amino-4-nitrophenyl)-1-propanol

Participants

Role	Name	HCID	Charge
Reactant	Acetone	HCID 180	—
Reactant	Sodium borohydride	HCID 4311764	—
Reactant	3-(3-Amino-4-nitro-phenyl)-propionaldehyde	HCID 59736875	—
Solvent	Isopropanol	HCID 3776	—
Solvent	Tetrahydrofuran	HCID 8028	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	3-(3-Amino-4-nitrophenyl)-1-propanol	HCID 59736787	—

Reaction Conditions

Temperature	-5 °C

Reaction Steps

A solution of aldehyde 80 (253 mg, 1.3 mmol) in tetrahydrofurane (1 mL) and propan-2-ol (2 mL) was treated with solid sodium borohydride (175 mg, 4.6 mmol) and stirred at −5° C. for 15 min. Acetone (5 mL) was added, stirred at the same temperature for 10 min and then diluted with ethyl acetate (100 mL), washed with 5% KHSO4 in water, then saturated NaHCO3 and finally with water, dried (MgSO4), and used for the next step without further purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07868205B2
Source dataset	uspto-grants-2011_01
ORD ID	ord-17f881df57cc4512903ea2049bcbe2ff
Source note	uspto-grants-2011_01