Hydrochloric Acid → 1-(7-Carboxyheptyl)-2-(1-imidazolyl)-3-methylindole

HRID 1719390ノート

反応式

HRID 1719390 の反応式
C([O:3][C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH3:22])=[C:14]1[N:23]1[CH:27]=[CH:26][N:25]=[CH:24]1)=[O:5])C.C(O)C.[OH-].[Na+].Cl>O>[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([CH3:22])=[C:14]1[N:23]1[CH:27]=[CH:26][N:25]=[CH:24]1)([OH:5])=[O:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 202681911-(7-Ethoxycarbonylheptyl)-2-(1-imidazolyl)-3-methylindole

生成物 1

HCID 134914381-(7-Carboxyheptyl)-2-(1-imidazolyl)-3-methylindole

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1-(7-ethoxycarbonylheptyl)-2-(1-imidazolyl)-3-methylindole (0.75 g), absolute ethanol (2 ml), and 3N sodium hydroxide (10 ml) is stirred at room temperature for 18 hours. The resulting clear solution is concentrated in vacuo and the residue obtained is diluted with water (40 ml) and acidified to pH 5.9 with 1N hydrochloric acid. The mixture is extracted with ethyl acetate (3×25 ml) and the extract is washed with saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo to give an oil which crystallizes on standing. The solid is purified by trituration with ether (10 ml) to give 1-(7-carboxyheptyl)-2-(1-imidazolyl)-3-methylindole; m.p. 101°-103°.

後処理

  1. concentrationThe resulting clear solution is concentrated in vacuo
  2. customthe residue obtained
  3. extractionThe mixture is extracted with ethyl acetate (3×25 ml)
  4. washthe extract is washed with saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give an oil which
  9. customcrystallizes
  10. customThe solid is purified by trituration with ether (10 ml)

出典と根拠

ORDレコード
ord-01f6edb0ce944d3ba11d8e41a5a57f07
出典データセット
uspto-grants-1985_09
特許番号
US04539410

反応ノート

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