Water → 5-Isopropylthiazole-4-carbaldehyde

A solution of 6.8 g (37 mmol) of 5-isopropyl-thiazole-4-carboxylic acid methyl ester (J. Chem. Soc., Perkin Trans. 1, 1982:159-164) in CH2Cl2 (120 mL) was cooled to −78° C. under nitrogen and treated dropwise with DIBAL (37 mL of 1.0 M in CH2Cl2; 37 mmol). The mixture was stirred at low temperature for 45 minutes and then treated with another 20 mL of DIBAL. The solution was stirred for 1 hour at −78° C. H2O was added, and the mixture was extracted with EtOAc (3×150 mL). The combined extracts were washed with brine, dried (MgSO4), and concentrated. Chromatography of the residue over silica gel, eluting with 2:1 hexane:EtOAc, gave the title compound.

1. stirringThe solution was stirred for 1 hour at −78° C
2. extractionthe mixture was extracted with EtOAc (3×150 mL)
3. washThe combined extracts were washed with brine
4. dry with materialdried (MgSO4)
5. concentrationconcentrated
6. washChromatography of the residue over silica gel, eluting with 2:1 hexane

ORD 기록

ord-530d04ee3212479b9a176b43e26151ce

출처 데이터셋

uspto-grants-2005_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06852711B2