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Methanol → Methyl 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoate

HRID 2277395
ノート
印刷プレビュー

反応式

HRID 2277395 の反応式
[F:1][C:2]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]([CH3:21])([CH3:20])[C:17]([OH:19])=[O:18])=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1.[CH3:29]CN=C=NCCCN(C)C.C1C=NC2N(O)N=NC=2C=1.CO>C(Cl)Cl>[F:1][C:2]1[CH:25]=[C:24]([N+:26]([O-:28])=[O:27])[CH:23]=[CH:22][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]([CH3:21])([CH3:20])[C:17]([O:19][CH3:29])=[O:18])=[CH:12][CH:13]=2)[N:8]=[CH:7][CH:6]=1
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 887MethanolHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 681940182-((4-(2-Fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoic acid

生成物 1

HCID 68193885Methyl 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoate収率 96.7%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

To a solution of 2-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropanoic acid (3 g, 7.75 mmol), EDCI (1.8 g, 9.3 mmol) and HOAT (0.2 g, 1.6 mmol) in CH2Cl2 (60 mL) was added CH3OH (5 mL). The reaction mixture was stirred at room temperature for 1 hour and then diluted with 20 mL of CH2Cl2. The organic phase was separated, washed with water (20 mL) and concentrated in vacuo. The crude product was purified by a column chromatography on silica gel (PE/EtOAc=2:1) to afford the title compound as a yellow oil (3 g, 96.5%).

後処理

  1. customThe organic phase was separated
  2. washwashed with water (20 mL)
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by a column chromatography on silica gel (PE/EtOAc=2:1)

出典と根拠

ORDレコード
ord-3982c278b1874ed49afd207709b222b9
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133162B2

反応ノート

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