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Sodium Chlorite → 2-Chloro-5-methoxy-1-phenyl-1h-indole-3-carboxylic acid

HRID 1510080
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HRID 1510080 반응식
[Cl:1][C:2]1[N:3]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][C:7]([O:13][CH3:14])=[CH:6][CH:5]=2.Cl([O-])=[O:22].[Na+].P([O-])(O)(O)=O.[Na+]>C(O)(C)(C)C.CC(=CC)C.O>[Cl:1][C:2]1[N:3]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:4]2[C:9]([C:10]=1[C:11]([OH:22])=[O:12])=[CH:8][C:7]([O:13][CH3:14])=[CH:6][CH:5]=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 872052842-Chloro-5-methoxy-1-phenyl-1h-indole-3-carbaldehyde

생성물 1

HCID 669204422-Chloro-5-methoxy-1-phenyl-1h-indole-3-carboxylic acid수율 125.5%

시약·촉매·용매 3

HCID 962Water용매2회
HCID 6386
tert-Butanol
용매
HCID 105532-Methyl-2-butene용매

반응 조건

온도
80 °C

실험 절차

The compound of step 3 (456 mg, 1.59 mmol) was dissolved in tert-butanol (15 ml) and 2-methyl-2-butene (3 ml), and a solution of sodium chlorite (1.32 g, 14.6 mmol) and sodium dihydrogenphosphate (1.32 g, 11.0 mmol) in water (6 ml) was added. The reaction mixture was stirred at room temperature for 48 h and afterwards at 80° C. for 2.5 h. The mixture was diluted with water and extracted with EA. The organic layer was dried over sodium sulfate, filtered and the solvent was removed under reduced pressure to give 602 mg of the crude title compound.

후처리

  1. extractionextracted with EA
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-353e6e89576140e1ba0c3e512d837320
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211885B2

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