Water → 2-(2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

HRID 1047897노트

반응식

HRID 1047897 반응식
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:31])[C:17]2[CH:22]=[C:21]([CH2:23][OH:24])[CH:20]=[C:19]([CH3:25])[C:18]=2[O:26][CH:27]2[CH2:30][CH2:29][CH2:28]2)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.[OH-].[K+].O>C(O)C>[CH:27]1([O:26][C:18]2[C:19]([CH3:25])=[CH:20][C:21]([CH2:23][OH:24])=[CH:22][C:17]=2[C:16]([NH:15][C:6]2([C:4]([OH:5])=[O:3])[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH2:7]2)=[O:31])[CH2:30][CH2:29][CH2:28]1

참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 593141022-(2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

생성물 1

HCID 593142062-(2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoylamino)-indan-2-carboxylic acid수율 95%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-(2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (70 mg, 0.16 mmol) is dissolved in ethanol (1.5 mL), and solid KOH (191 mg, 3.3 mmol) and water (1504) are added. The mixture is stirred at room temperature for 30 min then concentrated in vacuo. The residue is dissolved in water (1.5 mL) and acidified with conc. HCl until no more white solid precipitated. The mixture is extracted with ethyl acetate (2×8 mL) and the combined organic layers are concentrated in vacuo to give product (286) as white solid (60 mg, 95%).

후처리

  1. concentrationthen concentrated in vacuo
  2. dissolutionThe residue is dissolved in water (1.5 mL)
  3. customprecipitated
  4. extractionThe mixture is extracted with ethyl acetate (2×8 mL)
  5. concentrationthe combined organic layers are concentrated in vacuo

출처 및 근거

ORD 기록
ord-b8de215eefe642f09f6a76990cba91e4
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

반응 노트

불러오는 중…