Water → 4,6-Dichloropyridine-3-carbaldehyde

Temperature

-78 °C

To a solution of ethyl 4,6-dichloronicotinate (500 mg, 2.43 mmol) in DCM at −78° C., DIBAL-H (2.67 mL, 2.67 mmol) was added dropwise and stirred for 3 h at −78° C. The mixture was allowed to warm up to 0° C. then water (0.12 mL) was added dropwise to the mixture followed by aq. NaOH (15%, 0.12 mL). H2O (0.3 mL) was added then the mixture was warmed up to room temperature and stirred for 15 min and the organic layer collected, dried over MgSO4 and filtered with the filtrate concentrated to give the desired product with was used without further purification (280 mg, Yield 65%). LCMS (m/z): 176.1 [M+H].

1. temperatureto warm up to 0° C.
2. temperaturethe mixture was warmed up to room temperature
3. stirringstirred for 15 min
4. customthe organic layer collected
5. dry with materialdried over MgSO4
6. filtrationfiltered with the filtrate
7. concentrationconcentrated

ORD record

ord-f55e2f045b7b48f7a09c51bc41532c78

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09388173B2