Chloride → HCID 54516793, 화합물

HRID 55296

반응식

HRID 55296 반응식
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8](Br)=[CH:7][CH:6]=1.[CH3:13][Si:14]([C:17]#[CH:18])([CH3:16])[CH3:15].[Cl-]>C(N(CC)CC)C.[Cu]I>[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:18]#[C:17][Si:14]([CH3:16])([CH3:15])[CH3:13])=[CH:7][CH:6]=1

참가 물질

6

반응물 3

HCID 312ChlorideHCID 66111TrimethylsilylacetyleneHCID 316783Methyl 2-(4-bromophenyl)acetate

생성물 1

HCID 54516793HCID 54516793, 화합물수율 79.5%

시약·촉매·용매 2

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

실험 절차

A solution of 20 g of 4-bromophenylacetic acid methyl ester and 10.3 g of trimethylsilylacetylene in 650 ml of triethylamine is refluxed in the presence of 1.46 g of bis-triphenylphosphinepalladium(II) chloride and 227 mg of copper(I) iodide for 5 hours. The reaction mixture is concentrated by evaporation, the residue is spread between water and ethyl acetate, the organic phase is washed with saturated common salt solution, dried on sodium sulfate and concentrated by evaporation. The residue is chromatographed on silica gel with hexane/0-5% ethyl acetate. 17.1 g of 4-(2-trimethylsilylethinyl)-phenylacetic acid methyl ester is obtained as oily crude product.

후처리

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. washthe organic phase is washed with saturated common salt solution
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with hexane/0-5% ethyl acetate

출처 및 근거

ORD 기록
ord-1dfc0b0dda894b629602d5f73bc01a98
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624943

연결된 노트

불러오는 중…