Potassium Hydroxide → 2-(2-Cyclobutoxy-3-methyl-benzoylamino)-4,5-dichloro-indan-2-carboxylic acid

HRID 1047874노트

반응식

HRID 1047874 반응식
C([O:3][C:4]([C:6]1([NH:17][C:18](=[O:31])[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[C:20]=2[O:26][CH:27]2[CH2:30][CH2:29][CH2:28]2)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[C:12]=2[Cl:15])[CH2:7]1)=[O:5])C.[OH-].[K+]>CCO>[CH:27]1([O:26][C:20]2[C:21]([CH3:25])=[CH:22][CH:23]=[CH:24][C:19]=2[C:18]([NH:17][C:6]2([C:4]([OH:5])=[O:3])[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[C:12]=3[Cl:15])[CH2:7]2)=[O:31])[CH2:28][CH2:29][CH2:30]1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 685899192-(2-Cyclobutoxy-3-methyl-benzoylamino)-4,5-dichloro-indan-2-carboxylic acid ethyl ester

생성물 1

HCID 251610482-(2-Cyclobutoxy-3-methyl-benzoylamino)-4,5-dichloro-indan-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(2-Cyclobutoxy-3-methyl-benzoylamino)-4,5-dichloro-indan-2-carboxylic acid ethyl ester (255) (460 mg, 0.99 mmol) is dissolved in EtOH (50 mL) and set to stir at RT. To this solution is added 5M KOH (3 ml). The reaction mixture is stirred at RT overnight. After concentration in vacuo, the residue is dissolved in water (20 mL) and acidified with concentrated HCl to pH 2. The resultant mixture is washed with EtOAc (3×100 ml). Organics are combined and washed with brine, then dried over anhydrous Na2SO4 and concentrated in vacuo. The desired product (256) is obtained as white solid (405 mg, 94%).

후처리

  1. stirringThe reaction mixture is stirred at RT overnight
  2. concentrationAfter concentration in vacuo
  3. dissolutionthe residue is dissolved in water (20 mL)
  4. washThe resultant mixture is washed with EtOAc (3×100 ml)
  5. washwashed with brine
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cb0d1a9582ca4ac69a72634a47a2d638
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

반응 노트

불러오는 중…