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Sodium Hydroxide → 5-Nitroindole-2-carboxylic acid

HRID 1829985
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HRID 1829985 반응식
C([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[NH:5][C:4]=1[C:15]([OH:17])=[O:16])C.[OH-].[Na+]>C(O)C>[N+:12]([C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[NH:5][C:4]([C:15]([OH:17])=[O:16])=[CH:3]2)([O-:14])=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 9499843-Ethyl-5-nitro-1H-indole-2-carboxylic acid

생성물 1

HCID 3512915-Nitroindole-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
60 °C

실험 절차

To a solution of commercial ethyl 5-Nitro-2-carboxy-indole (10.21 g, 43.6 mmol) in ethanol (220 mL) was added 110 mL of 2 M NaOH. The reaction was stirred at 60° C. for 18 hours. The reaction was then cooled and the ethanol removed in vacuo and then an additional 200 mL water was added. To the vigourously stirring aqueous solution was added 5 M HCl followed by 1 M HCl until pH 4 was attained and the acid product was precipitated. The product was collected by filtration on a Buchner funnel and washed once with dilute HCl (1:40 v/v) and twice with water. The filtrate was dried over P2O5 in a dessicator in vacuo to afford 8.83 g (42.8, 98%) of acid 97.

후처리

  1. temperatureThe reaction was then cooled
  2. customthe ethanol removed in vacuo
  3. additionan additional 200 mL water was added
  4. additionTo the vigourously stirring aqueous solution was added 5 M HCl
  5. customthe acid product was precipitated
  6. filtrationThe product was collected by filtration on a Buchner funnel
  7. washwashed once with dilute HCl (1:40 v/v) and twice with water
  8. dry with materialThe filtrate was dried over P2O5 in a dessicator in vacuo

출처 및 근거

ORD 기록
ord-a4f06e4e53304dbb81cd9b17d98d2903
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07064218B2

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