2,6-Dimethylphenol → 6-Chloro-3-(2,6-dimethylphenoxy)pyridazine 1-oxide

268 mg (2.20 mmol) of 2,6-dimethylphenol, 1,4-dioxane (3 mL) and dimethylsulfoxide (3 mL) were mixed, 270 mg (2.41 mmol) of potassium tert-butoxide was added to the mixture in an ice bath, and the resulting mixture was stirred for 10 minutes. To the mixture was added 370 mg (2.24 mmol) of 3,6-dichloropyridazine 1-oxide, and the resulting mixture was stirred at room temperature for 10 hours and allowed to stand for 2 days. The reaction mixture was poured into ice-cold water, and extracted with ethyl acetate. The organic layers were combined, washed successively with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed, and the residue was purified by silica gel column chromatography (hexane: ethyl acetate, gradient) to obtain 350 mg (1.39 mmol, Yield: 63.1%) of 6-chloro-3-(2,6-dimethylphenoxy)pyridazine 1-oxide.

1. stirringthe resulting mixture was stirred at room temperature for 10 hours
2. waitto stand for 2 days
3. additionThe reaction mixture was poured into ice-cold water
4. extractionextracted with ethyl acetate
5. washwashed successively with water and brine
6. dry with materialdried over anhydrous sodium sulfate
7. customThe solvent was removed
8. customthe residue was purified by silica gel column chromatography (hexane: ethyl acetate, gradient)

ORDレコード

ord-fb9040a4c4904a93b5f198518a099289

出典データセット

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07608563B2