Acetic Acid → 2-(Methoxymethyl)-4-thiazolecarboxaldehyde

温度

-78 °C

A solution containing the product from Example 6C (7.4 g, 36.8 mmol) in dichloromethane (40 mL) was treated with DIBAL (73.6 mL, 1 M in dichloromethane) dropwise at −78° C. over 2 hours, stirred at −78° C. for 2 hours, treated with acetic acid (10 mL) at −78° C. and warmed to 25° C. A 10% solution of aqueous sodium potassium tartrate was added and the mixture was stirred vigorously for 1 hour. The reaction mixture was partitioned between chloroform and water. The organic phase was washed with brine, dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 0-100% ethyl acetate/dichloromethane to give the title compound (5.78 g, 71% yield).

1. temperaturewarmed to 25° C
2. stirringthe mixture was stirred vigorously for 1 hour
3. customThe reaction mixture was partitioned between chloroform and water
4. washThe organic phase was washed with brine
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was chromatographed on silica gel eluting with 0-100% ethyl acetate/dichloromethane

ORDレコード

ord-c757adf5ec8845cbb1f882e44d411b16

出典データセット

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07834043B2