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Dichloromethane → Tert-butyl 2-(4-(4-((2,4-dichlorophenethyl)carbamoyl)phenoxy)-3-cyanophenyl)propanoate

HRID 453553
ノート
印刷プレビュー

反応式

HRID 453553 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]([CH3:18])[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH:6]=[CH:7][C:8]=1F)#[N:2].[Cl:19][C:20]1[CH:37]=[CH:36][C:23]([CH2:24][CH2:25][NH:26][C:27](=[O:35])[C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:44]CCl>CS(C)=O>[Cl:44][C:22]1[CH:21]=[C:20]([Cl:19])[CH:37]=[CH:36][C:23]=1[CH2:24][CH2:25][NH:26][C:27]([C:28]1[CH:33]=[CH:32][C:31]([O:34][C:8]2[CH:7]=[CH:6][C:5]([CH:10]([CH3:18])[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:4][C:3]=2[C:1]#[N:2])=[CH:30][CH:29]=1)=[O:35]
参加物反応条件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 6344DichloromethaneHCID 11430Potassium CarbonateHCID 60628097N-(4-chlorophenethyl)-4-hydroxybenzamideHCID 68467119Tert-butyl 2-(3-cyano-4-fluorophenyl)propanoate

生成物 1

HCID 68466062Tert-butyl 2-(4-(4-((2,4-dichlorophenethyl)carbamoyl)phenoxy)-3-cyanophenyl)propanoate

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

反応条件

温度
95 °C

実験手順

A flask was charged with tert-butyl 2-(3-cyano-4-fluorophenyl)propanoate (0.07 g), N-(4-chlorophenethyl)-4-hydroxybenzamide (0.105 g), and potassium carbonate (0.047 g) in 1 ml of DMSO and stirred at 95° C. for one day. The reaction was taken up in dichloromethane and washed with water. The organic layer was collected, dried over MgSO4, filtered, and concentrated. The crude material was purified by silica gel chromatography, eluting with a solvent system of 5%-80% ethyl acetate/hexanes gave tert-butyl 2-(4-(4-((2,4-dichlorophenethyl)carbamoyl)phenoxy)-3-cyanophenyl)propanoate (0.102 g).

後処理

  1. washwashed with water
  2. customThe organic layer was collected
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude material was purified by silica gel chromatography
  7. washeluting with a solvent system of 5%-80% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-5b81197b8d634a7cbf4712bfae5cada5
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492437B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート