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

HRID 1524263노트

반응식

HRID 1524263 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-40a8e0df70f446bbbfc3bc380c447f77
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079880B2

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