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Water → HCID 68903078, 화합물

HRID 1987702
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HRID 1987702 반응식
I[C:2]1[S:3][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N+:13]([O-:15])=[O:14])=[CH:5][CH:6]=1.[CH3:16][C:17]([CH3:21])([CH3:20])[C:18]#[CH:19].O>N1CCCCC1.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:16][C:17]([CH3:21])([CH3:20])[C:18]#[C:19][C:2]1[S:3][C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N+:13]([O-:15])=[O:14])=[CH:5][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 962WaterHCID 135123,3-Dimethyl-1-butyneHCID 68901947HCID 68901947, 화합물

생성물 1

HCID 68903078HCID 68903078, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물
촉매
HCID 8082Piperidine용매

실험 절차

To a solution of 2-iodo-5-(2-nitro-phenyl)-thiophene (28 g, 84 mmol) in piperidine (235 ml) were added successively copper(I) iodide (0.8 g, 4.2 mmol), bis(triphenylphosphine)palladium(II) chloride (2.9 g, 4.2 mmol) and 3,3-dimethyl-1-butyne (14 g, 0.17 mol). This mixture was stirred for 16 hours at room temperature. Subsequently, it was poured into 1 litre of water, stirred for 15 minutes and extracted with tert-butyl methyl ether. The combined organic layer was washed with brine, dried over magnesium sulfate and evaporated. The remaining oil was purified by silica gel chromatography using ethyl acetate and hexane as eluents, giving Compound No. 6.030.i (22 g).

후처리

  1. stirringstirred for 15 minutes
  2. extractionextracted with tert-butyl methyl ether
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe remaining oil was purified by silica gel chromatography
  7. customgiving Compound No

출처 및 근거

ORD 기록
ord-75c31950d2234b26bb5ebce09086e159
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07553798B2

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