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Sodium Hydroxide → 2-(5-methoxy-1H-indol-1-yl)acetic acid

HRID 571191
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반응식

HRID 571191 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]([O:15]C)=[O:14])[CH:7]=[CH:6]2.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]([OH:15])=[O:14])[CH:7]=[CH:6]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 43152078HCID 43152078, 화합물

생성물 1

HCID 175715712-(5-methoxy-1H-indol-1-yl)acetic acid수율 73.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl 2-(5-methoxy-1H-indol-1-yl)acetate (745 mg, 3.40 mmol) in MeOH (20 ml), aqueous 4N sodium hydroxide (935 μl, 3.74 mmol) was slowly added and the reaction was stirred at room temperature for 1 hour. The solvent was removed and the residue was partitioned between ethyl acetate and water. The aqueous phase was acidified with 2.5M HCl and extracted with ethyl acetate. This organic phase was washed with brine, dried over Na2SO4 and evaporated to dryness to give the title compound (510 mg, 2.485 mmol, 73% yield). MS/ESI+ 206.1 [MH]+.

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후처리

  1. customThe solvent was removed
  2. customthe residue was partitioned between ethyl acetate and water
  3. extractionextracted with ethyl acetate
  4. washThis organic phase was washed with brine
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-a64d57c7fb974333b8f93c6ce68f49a9
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09024027B2

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