Isopropyl Acetate → Ethyl difluoro(pyridin-2-yl)acetate

HRID 45571

반응식

HRID 45571 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.Br[C:9]([F:16])([F:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11].C(OC(C)C)(=O)C>[Cu].CN(C=O)C>[F:15][C:9]([F:16])([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11]

참가 물질

6

반응물 3

HCID 7915Isopropyl AcetateHCID 79732-BromopyridineHCID 69585Ethyl bromodifluoroacetate

생성물 1

HCID 10631894Ethyl difluoro(pyridin-2-yl)acetate

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6228Dimethylformamide용매

반응 조건

온도
75 °C

실험 절차

2-Bromopyridine (20 g), ethyl bromodifluoroacetate (27.2 g) and DMF (120 mL) were added and stirred for 10 minutes under nitrogen. Copper powder was added to the reaction mixture and heated to 70-80° C. for 45 minutes. The reaction mixture was cooled to RT and 400 mL of isopropyl acetate (IPAc) was added. The reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C. and stirred for 30 minutes. The reaction mixture was filtered off and the residue obtained was washed with ethyl acetate. The organic layer was collected and washed with brine solution and dried over sodium sulphate then distilled under vacuum. (Crude weight=20 g).

후처리

  1. temperatureThe reaction mixture was cooled to RT
  2. customThe reaction mixture was quenched with the aqueous potassium dihydrogen phosphate at 0-10° C.
  3. stirringstirred for 30 minutes
  4. filtrationThe reaction mixture was filtered off
  5. customthe residue obtained
  6. washwas washed with ethyl acetate
  7. customThe organic layer was collected
  8. washwashed with brine solution
  9. dry with materialdried over sodium sulphate
  10. distillationthen distilled under vacuum

출처 및 근거

ORD 기록
ord-376d4fa8506d493f86b810191acaa7f8
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541580B2

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