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

HRID 45571

反応式

HRID 45571 の反応式
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]

参加物

6

反応物 3

HCID 7915Isopropyl AcetateHCID 79732-BromopyridineHCID 69585Ethyl bromodifluoroacetate

生成物 1

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

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-376d4fa8506d493f86b810191acaa7f8
出典データセット
uspto-grants-2013_09
特許番号
US08541580B2

関連ノート

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