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Sodium Hydroxide → 9H-Pyrido[3,4-b]indole-1-carboxylic acid

HRID 1733225
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HRID 1733225 반응식
[C:1]([C:5]1[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[CH:8]=[CH:7][N:6]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3)([O:3]C)=[O:2].[OH-].[Na+]>CO>[C:1]([C:5]1[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[CH:8]=[CH:7][N:6]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3)([OH:3])=[O:2]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 597266Methyl 9H-pyrido(3,4-b)indole-1-carboxylate

생성물 1

HCID 155730799H-Pyrido[3,4-b]indole-1-carboxylic acid수율 74.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In 30 ml of methanol was dissolved 0.5 g of 1-carbomethoxy-9H-pyrido[3,4-b]indole and to this solution was added 2 ml of 10% aqueous sodium hydroxide. The mixture was refluxed at water bath temperature for 6 hours, the methanol removed by distillation, the residue neutralized with 10% hydrochloric acid and the resultant crystals recovered by filtration. Recrystallization from methanol yields 350 mg of 1-carboxy-9H-pyrido[3,4-b]indole as colorless needles, m.p. 239°-240° C. (decomp.). Mol. wt. (based on mass spectrum) 212. The IR absorption spectrum shows absorption at 1680 cm-1 in the starting compound has disappeared and, instead, an absorption of the carboxyl group is observed at 1580-1600 cm-1.

후처리

  1. temperatureThe mixture was refluxed at water bath temperature for 6 hours
  2. customthe methanol removed by distillation
  3. filtrationthe resultant crystals recovered by filtration
  4. customRecrystallization from methanol

출처 및 근거

ORD 기록
ord-f32af372a8c94b8b9e559fa20fe71e33
출처 데이터셋
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04241064

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