Trimethylsilylacetylene → HCID 19379151, 화합물

HRID 2210585노트

반응식

HRID 2210585 반응식
I[C:2]1[C:11]([NH:12][C:13](=[O:15])[CH3:14])=[C:10]([Cl:16])[CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]=1[OH:17].[CH3:18][Si:19]([C:22]#[CH:23])([CH3:21])[CH3:20]>CCN(CC)CC.O1CCOCC1.[Cu]I>[CH3:18][Si:19]([C:22]#[C:23][C:2]1[C:11]([NH:12][C:13](=[O:15])[CH3:14])=[C:10]([Cl:16])[CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]=1[OH:17])([CH3:21])[CH3:20]

참가 물질

6

반응물 2

HCID 66111TrimethylsilylacetyleneHCID 11036030Methyl 4-acetamido-5-chloro-2-hydroxy-3-iodobenzoate

생성물 1

HCID 19379151HCID 19379151, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 8471Triethylamine용매HCID 312751,4-Dioxane용매

반응 조건

온도
40 °C

실험 절차

To a solution of methyl 3-iodo-4-acetamido-5-chlorosalicylate (2 g) in distilled Et3N (60 ml) and dioxane (40 ml), trimethylsilylacetylene (1 ml), CuI (23 mg), and PdCl2 (PPh3)2 (152 mg) were added. The reaction mixture was stirred at 40° C. for 1.5 hours, after which time the solvents were removed in vacuo. A sample of the residue was purified by column chromatography for analytical purposes eluting with diethyl ether/hexane mixtures to yield the intermediate methyl 3-trimethylsilylethynyl-4-acetamido-5-chloro-salic ylate.

후처리

  1. customafter which time the solvents were removed in vacuo
  2. customA sample of the residue was purified by column chromatography for analytical purposes
  3. washeluting with diethyl ether/hexane

출처 및 근거

ORD 기록
ord-80bef94b178c4672ba111c1bdedf94da
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05459161

반응 노트

불러오는 중…