Hydrochloric Acid → 1-ethyl-1H-indole-3-carboxylic acid

HRID 1372688ノート

反応式

HRID 1372688 の反応式
[OH-].[Na+].Cl.[CH2:4]([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15]([O:17]C)=[O:16])=[CH:7]1)[CH3:5]>C1COCC1>[CH2:4]([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15]([OH:17])=[O:16])=[CH:7]1)[CH3:5]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2 回HCID 5191495Methyl 1-ethylindole-3-carboxylate

生成物 1

HCID 36971601-ethyl-1H-indole-3-carboxylic acid収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

In THF (9.0 ml) was dissolved the methyl 1-ethylindole-3-carboxylate obtained in the above-described (Step 1). To the resulting solution was added 0.25N NaOH (9.0 ml) at room temperature. After the reaction mixture was stirred at 50° C. for 36 hours, 1N NaOH (1.0 ml) was added thereto, followed by stirring at 70° C. for 9 hours. The reaction mixture was cooled to room temperature, and then neutralized with 1N HCl (4.5 ml). The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give 1-ethylindole-3-carboxylic acid (388.0 mg, 90%, yield of 2 steps) as a pale pink amorphous substance.

後処理

  1. customobtained in the above-described (Step 1)
  2. stirringby stirring at 70° C. for 9 hours
  3. temperatureThe reaction mixture was cooled to room temperature
  4. customThe crystals thus precipitated
  5. filtrationwere collected by filtration under reduced pressure
  6. washwashed with water
  7. customdried under reduced pressure

出典と根拠

ORDレコード
ord-af1ffb82734b4e67a4e8e17d95ece895
出典データセット
uspto-grants-2007_01
特許番号
US07157487B2

反応ノート

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