ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Imidazole → (3-(tert-Butyl-dimethyl-silanyloxy)-prop-1-ynyl]-4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid methyl ester

HRID 1473247
ノート
印刷プレビュー

反応式

HRID 1473247 の反応式
[OH:1][CH2:2][C:3]#[C:4][C:5]1[C:6]2[CH2:17][CH2:16][CH2:15][CH2:14][C:7]=2[S:8][C:9]=1[C:10]([O:12][CH3:13])=[O:11].N1C=CN=C1.[CH3:23][C:24]([Si:27](Cl)([CH3:29])[CH3:28])([CH3:26])[CH3:25].CCOC(C)=O>ClCCl>[CH3:13][O:12][C:10]([C:9]1[S:8][C:7]2[CH2:14][CH2:15][CH2:16][CH2:17][C:6]=2[C:5]=1[C:4]#[C:3][CH2:2][O:1][Si:27]([C:24]([CH3:26])([CH3:25])[CH3:23])([CH3:29])[CH3:28])=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 795ImidazoleHCID 8857Ethyl AcetateHCID 28928tert-Butyldimethylsilyl chlorideHCID 89463106Methyl 3-(3-hydroxyprop-1-yn-1-yl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate

生成物 1

HCID 89462605(3-(tert-Butyl-dimethyl-silanyloxy)-prop-1-ynyl]-4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid methyl ester収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of methyl 3-(3-hydroxyprop-1-yn-1-yl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylate (8.5 g, 34 mmol) in Dichloromethane (DCM) (50 mL) was added 1H-imidazole (5.8 g, 85 mmol) and TBSCl (7.7 g, 50.9 mmol). The mixture was stirred at room temperature for 2 h. The reaction mixture was washed with water, brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by chromatography column on silica gel chromatography eluted with PE:EtOAc=50:1˜20:1 to afford title product (11.9 g, 96% yield). 1HNMR: (400 MHz, CDCl3) δ 0.161 (s, 6H), 0.929 (s, 9H), 1.79-1.85 (m, 4H), 2.60-2.63 (m, 2H), 2.72-2.75 (m, 2H), 3.85 (s, 3H), 4.62 (s, 2H).

後処理

  1. washThe reaction mixture was washed with water, brine
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to dryness
  4. customThe residue was purified by chromatography column on silica gel chromatography
  5. washeluted with PE

出典と根拠

ORDレコード
ord-f2dcd186d6d242cfa5a3e2b9b1b6d441
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09012642B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート