Trimethylsilylacetylene → HCID 19379151、化合物

HRID 2210585ノート

反応式

HRID 2210585 の反応式
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]

参加物

6

反応物 2

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

生成物 1

HCID 19379151HCID 19379151、化合物

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 8471Triethylamine溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
40 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-80bef94b178c4672ba111c1bdedf94da
出典データセット
uspto-grants-1995_10
特許番号
US05459161

反応ノート

読み込み中…