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

HRID 2268444
ノート
印刷プレビュー

反応式

HRID 2268444 の反応式
C([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])C.[OH-].[Na+]>C(O)C>[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)([OH:5])=[O:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 183486098-(2-Carboxy-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid収率 50.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture comprised of an ethanol (4 ml) solution of ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate (200 mg, 0.416 mmols) and an aqueous sodium hydroxide solution (3 M, 0.553 ml, 1.66 mmols) was heated under reflux for 12 hours. The reaction mixture was concentrated in vacuo, which was made acidic with 1 N hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with 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=1:2 to ethyl acetate only) to obtain the entitled compound (88.6 mg) as an oil.

後処理

  1. temperatureunder reflux for 12 hours
  2. concentrationThe reaction mixture was concentrated in vacuo, which
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  5. customdried
  6. customThe solvent was evaporated out in vacuo
  7. customthe resulting crude product was purified by silica gel column chromatography (hexane

出典と根拠

ORDレコード
ord-bcd1824db3bf48939d93665195bb5ca3
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06326369B1

反応ノート

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