Lithium hydroxide, monohydrate → 5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid

HRID 62653ノート

反応式

HRID 62653 の反応式
[O:1]1[C:5]2=[CH:6][C:7]3[CH:8]=[C:9]([C:13]([O:15]CC)=[O:14])[NH:10][C:11]=3[CH:12]=[C:4]2[O:3][CH2:2]1.O[Li].O>C(O)C>[O:1]1[C:5]2=[CH:6][C:7]3[CH:8]=[C:9]([C:13]([OH:15])=[O:14])[NH:10][C:11]=3[CH:12]=[C:4]2[O:3][CH2:2]1

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 10513792Ethyl 5H-[1,3]dioxolo[4,5-f]indole-6-carboxylate

生成物 1

HCID 9073915H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 5H-[1,3]dioxolo[4,5-f]indole-6-carboxylate (I-4b: 0.4 g, 1.716 mmol) in ethanol (8 mL) was added LiOH.H2O (0.144 g, 3.433 mmol) and refluxed for 16 h. The solvent was evaporated under reduced pressure and the residue was dissolved in water (10 mL). The aqueous layer was acidified with 10% aq. HCl solution to pH 6.0, precipitated solid was filtered, residue was washed with water and dried under vacuum to afford 0.3 g (86%) of 5H-[1,3]dioxolo[4,5-f]indole-6-carboxylic acid (I-4c) as an off-white solid.

後処理

  1. temperaturerefluxed for 16 h
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in water (10 mL)
  4. customprecipitated solid
  5. filtrationwas filtered
  6. washresidue was washed with water
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-f21ed9fa3d754708bfa80aee6037189b
出典データセット
uspto-grants-2016_09
特許番号
US09447039B2

反応ノート

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