Methanol → 3-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acid methyl ester

HRID 1524263ノート

反応式

HRID 1524263 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[CH3:10][O:11][C:12](=[O:24])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21](O)=[O:22])[CH:14]=1.P(Cl)(Cl)(Cl)=O.CO>N1C=CC=CC=1.O>[CH3:10][O:11][C:12](=[O:24])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][C:21](=[O:22])[NH:1][C:2]2[CH:9]=[CH:8][CH:7]=[C:4]([C:5]#[N:6])[CH:3]=2)[CH:14]=1

参加物

7

反応物 4

HCID 887MethanolHCID 167023-AminobenzonitrileHCID 24813Phosphorus oxychlorideHCID 13816150[3-(Methoxycarbonyl)phenoxy]acetic acid

生成物 1

HCID 81732703-[(3-Cyano-phenylcarbamoyl)-methoxy]-benzoic acid methyl ester収率 102.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

Cool a solution of 3-aminobenzonitrile (0.35 g, 2.96 mmol) in pyridine (6 mL), to 0° C., and add 3-carboxymethoxy-benzoic acid methyl ester (0.75 g, 3.57 mmol) followed by phosphorous oxychloride (0.34 mL, 3.6 mmol). Warm the mixture to room temperature and stir for 15 hours. Dilute the mixture with water causing a material to oil out of solution. Add MeOH and stir the mixture vigorously causing a solid to slowly form. Collect the solid by filtration, wash with water and dry on the filter pad to provide 0.940 g of 3-[(3-cyano-phenylcarbamoyl)-methoxy]-benzoic acid methyl ester.

後処理

  1. customto slowly form
  2. customCollect the solid
  3. filtrationby filtration
  4. washwash with water
  5. customdry on the filter pad

出典と根拠

ORDレコード
ord-40a8e0df70f446bbbfc3bc380c447f77
出典データセット
uspto-grants-2015_07
特許番号
US09079880B2

反応ノート

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