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

Methanol → 3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester

HRID 1747323
ノート
印刷プレビュー

反応式

HRID 1747323 の反応式
[CH3:1][C:2]1[C:10]2[C:9]([CH2:11][N:12]3[C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=4[NH:14][C:13]3=[O:21])=[CH:8][S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:22]([O:26][CH3:27])(=[O:25])[CH:23]=[CH2:24].[OH-].C([N+](C)(C)C)C1C=CC=CC=1.CO.[NH4+].[Cl-]>CN(C=O)C.O>[CH3:27][O:26][C:22](=[O:25])[CH2:23][CH2:24][N:14]1[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:12]([CH2:11][C:9]2[C:10]3[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][C:6]=3[S:7][CH:8]=2)[C:13]1=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 887MethanolHCID 7294Methyl AcrylateHCID 25517Ammonium ChlorideHCID 66854Benzyltrimethylammonium hydroxideHCID 594973791-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one

生成物 1

HCID 594976093-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester
収率 83%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one (560 mg, 1.9 mmol) in DMF (9.0 mL) are added methyl acrylate (0.19 mL, 2.1 mmol) and 40% benzyltrimethyl ammonium hydroxide in MeOH (0.09 mL, 0.19 mmol). The resulting mixture is stirred at room temperature for 3 hr. Then Sat. NH4Cl (5 mL) and water (50 mL) are added and the mixture is extracted with EtOAc (3×50 mL). The organic layers are combined, washed with water (3×75 mL), dried over MgSO4 and concentrated to give crude product. Purification by flash column chromatography using 30% EtOAc in hexanes affords 600 mg (83%) of 3-[3-(4-Methyl-benzo[b]thiophen-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-propionic acid methyl ester.

後処理

  1. extractionthe mixture is extracted with EtOAc (3×50 mL)
  2. washwashed with water (3×75 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customto give crude product
  6. customPurification by flash column chromatography

出典と根拠

ORDレコード
ord-117c00189b854247bacb6ca9f9231a91
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09150556B2

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