Tetrahydrofuran → 3-hydroxy-N-[4-(trifluoromethyl)phenyl]benzamide

HRID 2190418노트

반응식

HRID 2190418 반응식
C([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)=[O:12])[CH:6]=1)(=O)C.O1CCCC1.[OH-].[Na+]>CO>[OH:4][C:5]1[CH:6]=[C:7]([CH:8]=[CH:9][CH:10]=1)[C:11]([NH:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:18][CH:19]=1)=[O:12]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 67312322HCID 67312322, 화합물

생성물 1

HCID 283922023-hydroxy-N-[4-(trifluoromethyl)phenyl]benzamide수율 90.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3-({[4-(trifluoromethyl)phenyl]amino}carbonyl)phenyl acetate (27.7 g, 85.5 mmol) in methanol (100 mL)/tetrahydrofuran (100 mL) was added 8N aqueous sodium hydroxide solution (20 mL) under ice-cooling, and the mixture was stirred at room temperature for 3 hr and dried under reduced pressure to solidness. The residue was poured into dilute hydrochloric acid (pH=2) and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was triturated with diethyl ether to give the title compound (21.7 g, 90%) as a white solid.

후처리

  1. temperaturecooling
  2. customdried under reduced pressure to solidness
  3. additionThe residue was poured into dilute hydrochloric acid (pH=2)
  4. extractionthe mixture was extracted with ethyl acetate
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was triturated with diethyl ether

출처 및 근거

ORD 기록
ord-a274b20f85684ae28b37965e2c4af424
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324395B2

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