Sodium Hydroxide → 8-(2-Ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid

HRID 2268445ノート

反応式

HRID 2268445 の反応式
[CH2:1]([O:3][C:4]([C:6]1([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[CH2:14][C:13]2[C:8](=[C:9]([O:21][CH3:22])[C:10]([O:19][CH3:20])=[C:11]([O:17][CH3:18])[C:12]=2[O:15][CH3:16])[CH2:7]1)=[O:5])[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH2:7][C:8]2[C:13](=[C:12]([O:15][CH3:16])[C:11]([O:17][CH3:18])=[C:10]([O:19][CH3:20])[C:9]=2[O:21][CH3:22])[CH2:14]1)=[O:5])[CH3:2]

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 18348627Ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate

生成物 1

HCID 183486378-(2-Ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid収率 22.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture comprised of an ethanol (8 ml) solution of ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate (367 mg, 0.764 mmols) and an aqueous sodium hydroxide solution (1N, 0.764 ml, 0.764 mmols) was stirred at room temperature for 6 hours, and an aqueous sodium hydroxide solution (1 N, 0.153 ml, 0.153 mmols) was added thereto and the stirring was continued at room temperature for further 6 hours. The reaction mixture was concentrated in vacuo, which was made acidic by adding 1 N hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:2) to obtain the entitled compound (78.6 mg) as an oil.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo, which
  2. additionby adding 1 N hydrochloric acid
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materiala saturated aqueous sodium chloride solution, and then dried
  6. customThe solvent was evaporated out in vacuo
  7. customthe resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=2:1 to 1:2)

出典と根拠

ORDレコード
ord-1636f8a4bf514b4fb53f0e19e61a2d2b
出典データセット
uspto-grants-2001_12
特許番号
US06326369B1

反応ノート

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