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

Ethanethiol → 3-[3-Cyano-4-[(1-pyrrolidinyl)methyl]benzyl]-6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

HRID 1070337
ノート
印刷プレビュー

反応式

HRID 1070337 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:32]=[CH:33][C:34]=1[CH2:35][N:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1)[CH2:6][C:7]1[C:8]2[CH:29]=[CH:28][C:27]([O:30]C)=[CH:26][C:9]=2[S:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:14][CH:13]=1)#[N:2].C(S)C.[Cl-].[Al+3].[Cl-].[Cl-]>ClC(Cl)C>[C:1]([C:3]1[CH:4]=[C:5]([CH:32]=[CH:33][C:34]=1[CH2:35][N:36]1[CH2:37][CH2:38][CH2:39][CH2:40]1)[CH2:6][C:7]1[C:8]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][C:9]=2[S:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][CH2:24][CH2:25]2)=[CH:14][CH:13]=1)#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6343EthanethiolHCID 6451240Aluminum(III) ChlorideHCID 211829133-[3-Cyano-4-[(1-pyrrolidinyl)methyl]benzyl]-6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene

生成物 1

HCID 211828733-[3-Cyano-4-[(1-pyrrolidinyl)methyl]benzyl]-6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene収率 68%

試薬・触媒・溶媒 1

HCID 6365
1,1-Dichloroethane
溶媒

実験手順

3-[3-Cyano-4-[(1-pyrrolidinyl)methyl]benzyl]-6-methoxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (60 mg, 0.11 mmol) in dichloroethane (4 mL) at 0° C. under argon was treated with ethanethiol (0.1 mL) and aluminum chloride (100 mg) for 3 h before quenching with saturated aqueous sodium bicarbonate solution (10 mL). The stirring was allowed to continue for 1 h at ambient temperature. The resulting mixture was diluted with saturated aqueous sodium bicarbonate solution (50 mL) and extracted with dichloromethane (50 mL×3). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure. Chromatography with Et3N:MeOH:EtOAc (5:5:90) afforded the title compound as a white foam (40 mg, 68%).

後処理

  1. custombefore quenching with saturated aqueous sodium bicarbonate solution (10 mL)
  2. additionThe resulting mixture was diluted with saturated aqueous sodium bicarbonate solution (50 mL)
  3. extractionextracted with dichloromethane (50 mL×3)
  4. dry with materialThe combined organic layers were dried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-706cf5e96c594712920fcd15a7f01479
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06251921B1

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