Sulfuric Acid → 2-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropylethanal

HRID 1061468노트

반응식

HRID 1061468 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([CH:12]2[CH2:14][CH2:13]2)=[CH:9][O:10]C)[C:3]=1[O:15][CH:16]([F:18])[F:17].S(=O)(=O)(O)O>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH:8]([CH:12]2[CH2:13][CH2:14]2)[CH:9]=[O:10])[C:3]=1[O:15][CH:16]([F:18])[F:17]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 865864702-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropyl-1-methoxyethene

생성물 1

HCID 186293232-(4-Chloro-3-difluoromethoxy-2-pyridyl)-2-cyclopropylethanal수율 56.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

130 mg of 2-(4-chloro-3-difluoromethyl-2-pyridyl)-2-cyclopropyl-1-methoxyethene (XI) was dissolved in 10 ml of THF, which was added 3 ml of dilute sulfuric acid and concentrated at 50° C. under reduced pressure. The resulting mixture was poured into water and neutralized with saturated sodium bicarbonate solution, and thereafter, extracted with chloroform. The resulting organic layer was washed with saturated salt water, and thereafter, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1) to obtain 70 mg of 2-(4-chloro-3-difluoromethyl-2-pyridyl)-2-cyclopropylethanal (XII).

후처리

  1. concentrationconcentrated at 50° C. under reduced pressure
  2. additionThe resulting mixture was poured into water and neutralized with saturated sodium bicarbonate solution
  3. extractionextracted with chloroform
  4. washThe resulting organic layer was washed with saturated salt water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-6b18edbb1dd74d8ab28c971c0da11d64
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06525066B2

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