反应详情

A solution of 3.8 ml (44 mmol) oxalyl chloride in 30 ml CH2Cl2 is added dropwise to a iced-cooled solution of 4.88 g (21.9 mmol) 4-bromo-2-fluorobenzoic acid in 180 ml CH2Cl2. After complete addition, the cooling bath is removed and stirring maintained for 15 h at RT. The solvent is evaporated to dryness, the resultant colorless residue is dried under vacuum and then diluted with 80 ml CH2Cl2. This solution of 2-Fluoro-4-bromobenzoyl chloride (CAS 151982-51-3) is then added dropwise to a mixture of 9.55 ml (54.7 mmol) of diisopropylethylamine, 2.01 ml (23 mmol) of morpholine in 100 ml CH2Cl2. After 1 h 30, the reaction mixture is diluted with water and the two phases are separated. The aqueous phase is re-extracted with CH2Cl2 and the combined organic extracts are washed with water, saturated brine, dried over Na2SO4, filtered and the filtrate is concentrated in vacuo to afford, after drying in HV, the title compound which is used in the next step without further purification.

1. additionAfter complete addition
2. customthe cooling bath is removed
3. customThe solvent is evaporated to dryness
4. customthe resultant colorless residue is dried under vacuum
5. additiondiluted with 80 ml CH2Cl2
6. customthe two phases are separated
7. extractionThe aqueous phase is re-extracted with CH2Cl2
8. washthe combined organic extracts are washed with water, saturated brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationthe filtrate is concentrated in vacuo
12. customto afford
13. customafter drying in HV
14. customthe title compound which is used in the next step without further purification