Water → 2-[4-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid

HRID 1047890ノート

反応式

HRID 1047890 の反応式
C([O:3][C:4]([C:6]1([NH:15][C:16](=[O:28])[C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=2[CH:24]=[C:25]([CH3:27])[CH3:26])[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>[CH3:23][C:20]1[CH:21]=[CH:22][C:17]([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:28])=[C:18]([CH:24]=[C:25]([CH3:27])[CH3:26])[CH:19]=1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 593143192-[4-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester

生成物 1

HCID 593143752-[4-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid収率 78%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-[4-Methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester (764 mg, 2.02 mmol) is dissolved in EtOH (25 mL), and solid KOH (2.32 g, 40 mmol) and water (2.5 mL) are added. The mixture is stirred at RT for 30 min then concentrated in vacuo. The residue is dissolved in a mixture of water (40 mL) and EtOAc (20 mL) and the organic layer is separated. The aqueous layer is adjusted to approximately pH 7 with conc. HCl then extracted with EtOAc (2×15 mL). The combined organic layers are concentrated in vacuo to yield product (279) as off-white solid (544 mg, 78%).

後処理

  1. concentrationthen concentrated in vacuo
  2. dissolutionThe residue is dissolved in a mixture of water (40 mL) and EtOAc (20 mL)
  3. customthe organic layer is separated
  4. extractionthen extracted with EtOAc (2×15 mL)
  5. concentrationThe combined organic layers are concentrated in vacuo

出典と根拠

ORDレコード
ord-3be2367fa1b04c3f8e76d3bbf19bc8fc
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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