Cyclopropylacetylene → HCID 86702007, 화합물

HRID 715820노트

반응식

HRID 715820 반응식
Cl[C:2]([C:4]1[S:8][C:7]([C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:5]=1)=[O:3].[C:13]([CH:15]1[CH2:17][CH2:16]1)#[CH:14]>C(N(CC)CC)C.CO.[Cu]I>[CH:15]1([C:13]#[C:14][C:2]([C:4]2[S:8][C:7]([C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:5]=2)=[O:3])[CH2:17][CH2:16]1

참가 물질

6

반응물 2

HCID 138823CyclopropylacetyleneHCID 21779986Methyl 5-(chlorocarbonyl)thiophene-2-carboxylate

생성물 1

HCID 86702007HCID 86702007, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 887Methanol용매HCID 8471Triethylamine용매

실험 절차

Methyl 5-(chlorocarbonyl)thiophene-2-carboxylate (500 mg, 2.443 mmol) was dissolved in triethylamine (5 mL) and the suspension was degassed with nitrogen. Copper(I) iodide (40 mg, 0.210 mmol) and bistriphenylphosphine palladium chloride (40 mg, 0.057 mmol) were added followed by ethynylcyclopropane (162 mg, 2.443 mmol). The mixture was stirred overnight, diluted with methanol and concentrated to dryness. The crude material was partitioned between dichloromethane and water. The organic extracts were dried with sodium sulfate, filtered, concentrated and purified by normal phase chromatography to afford the title compound.

후처리

  1. customthe suspension was degassed with nitrogen
  2. concentrationconcentrated to dryness
  3. customThe crude material was partitioned between dichloromethane and water
  4. dry with materialThe organic extracts were dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by normal phase chromatography

출처 및 근거

ORD 기록
ord-2b9205de2868484da544400c2cf22d11
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187472B2

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