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

HRID 1047897ノート

反応式

HRID 1047897 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b8de215eefe642f09f6a76990cba91e4
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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