Sodium borohydride → HCID 22220046, compound

To an ice cooled solution of 2-Fluoro-5-iodo-benzaldehyde (1.0 g, 4.0 mmol) in CH3OH (10 mL) was added NaBH4 (0.182 g, 4.8 mmol) in two portions over 10 min. The reaction mixture was stirred for 1 h and concentrated in vacuo. The residue was dissolved in EtOAc (50 mL) and washed sequentially with 2×H2O (20 mL) and brine (20 mL). The organic layer was dried (MgSO4), and concentrated. The crude material was purified by flash chromatography (30% Ethyl acetate/Petroleum Ether) to afford the titled compound (1.0 g, 99%) as a white solid, identified by NMR and mass spectral analyses. Mp: 42° C. MS (EI+): 252 (M+).

1. concentrationconcentrated in vacuo
2. dissolutionThe residue was dissolved in EtOAc (50 mL)
3. washwashed sequentially with 2×H2O (20 mL) and brine (20 mL)
4. dry with materialThe organic layer was dried (MgSO4)
5. concentrationconcentrated
6. customThe crude material was purified by flash chromatography (30% Ethyl acetate/Petroleum Ether)

ORD record

ord-05eb29f32966466bb789b55f7d0696f7

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07723368B2