Hydrochloric Acid → 5-(p-Heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid

HRID 982216ノート

反応式

HRID 982216 の反応式
[CH2:1]([O:8][C:9]1[CH:33]=[CH:32][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH:20]([O:24][CH3:25])[CH:19]([CH2:26][C:27]([O:29]CC)=[O:28])[CH2:18]3)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[OH-].[Na+].Cl>O1CCCC1.CO.O>[CH2:1]([O:8][C:9]1[CH:33]=[CH:32][C:12]([CH2:13][O:14][C:15]2[CH:16]=[C:17]3[C:21](=[CH:22][CH:23]=2)[CH:20]([O:24][CH3:25])[CH:19]([CH2:26][C:27]([OH:29])=[O:28])[CH2:18]3)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53634688Ethyl 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetate

生成物 1

HCID 198826775-(p-Heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid収率 72.7%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

In 1 ml of tetrahydrofuran and 8 ml of methanol were dissolved 220 mg of ethyl 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetate obtained in Example 4. After 1 ml of a 5% aqueous sodium hydroxide solution was added to the solution, the mixture was stirred at room temperature for 8 hours. After diluting with water, the system was rendered acidic with hydrochloric acid followed by extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried and concentrated. The obtained crystalline residue was recrystallized from ether-pentane to obtain 150 mg of 5-(p-heptyloxybenzyloxy)-1-methoxy-2-indaneacetic acid.

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. customdried
  4. concentrationconcentrated
  5. customThe obtained crystalline residue was recrystallized from ether-pentane

出典と根拠

ORDレコード
ord-0df0b59809f54b6d9df1e610d2b9ad57
出典データセット
uspto-grants-1991_02
特許番号
US04994479

反応ノート

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