Water → 2-[(6-Fluoro-4H-benzo[1,3]dioxine-8-carbonyl)-amino]-indan-2-carboxylic acid

HRID 1047717ノート

反応式

HRID 1047717 の反応式
C([O:3][C:4]([C:6]1([NH:15][C:16]([C:18]2[C:27]3[O:26][CH2:25][O:24][CH2:23][C:22]=3[CH:21]=[C:20]([F:28])[CH:19]=2)=[O:17])[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>CCO>[F:28][C:20]1[CH:19]=[C:18]([C:16]([NH:15][C:6]2([C:4]([OH:5])=[O:3])[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:14]2)=[O:17])[C:27]2[O:26][CH2:25][O:24][CH2:23][C:22]=2[CH:21]=1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 593143692-[(6-Fluoro-4H-benzo[1,3]dioxine-8-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester

生成物 1

HCID 593143802-[(6-Fluoro-4H-benzo[1,3]dioxine-8-carbonyl)-amino]-indan-2-carboxylic acid収率 100.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The mixture of 2-[(6-fluoro-4H-benzo[1,3]dioxine-8-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester (61) (560 mg, 1.45 mmol) and KOH (1 g, 17.9 mmol) is dissolved in EtOH (10 mL) and water (1 mL) under a water bath. The water bath is removed when KOH is completely dissolved and the resulting reaction solution is stirred at RT for 8 h. After concentration in vacuo, the residue is dissolved in water (30 mL) and acidified with conc. HCl until no more precipitate came out of the water. After the filtration, the solid is purified by HPLC to give a pure product (62) as white solid (520 mg, 100%).

後処理

  1. customThe water bath is removed when KOH
  2. dissolutionis completely dissolved
  3. customthe resulting reaction solution
  4. concentrationAfter concentration in vacuo
  5. dissolutionthe residue is dissolved in water (30 mL)
  6. filtrationAfter the filtration
  7. customthe solid is purified by HPLC

出典と根拠

ORDレコード
ord-49f2782601a541cf812d584035083f48
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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