Sodium Hydroxide → 3-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoic acid

HRID 62183

반응식

HRID 62183 반응식
[OH-].[Na+].[Br:3][C:4]1[CH:5]=[CH:6][C:7]2[N:8]([CH2:18][CH:19]([OH:24])[C:20]([O:22]C)=[O:21])[C:9]3[C:14]([C:15]=2[CH:16]=1)=[CH:13][C:12]([Br:17])=[CH:11][CH:10]=3>CCO>[Br:17][C:12]1[CH:11]=[CH:10][C:9]2[N:8]([CH2:18][CH:19]([OH:24])[C:20]([OH:22])=[O:21])[C:7]3[C:15]([C:14]=2[CH:13]=1)=[CH:16][C:4]([Br:3])=[CH:5][CH:6]=3

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 58097196Methyl 3-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoate

생성물 1

HCID 580972063-(3,6-Dibromo-9H-carbazol-9-yl)-2-hydroxypropanoic acid수율 99.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

NaOH (0.64 mL, 1M solution in H2O) was added to a suspension of methyl 3-(3,6-dibromo-9H-carbazol-9-yl)-2-hydroxypropanoate (0.055 g, 0.129 mmol) in EtOH (2.6 mL) and the reaction was stirred at ambient temperature for 2.5 h. The reaction was concentrated in vacuo and the residue was acidified with 1N aqueous HCl. The mixture was extracted with EtOAc (3×), and the combined organics were washed with saturated aqueous NaCl, dried over Na2SO4, filtered, and concentrated in vacuo to afford the desired product as a white solid (53 mg, 99%).

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. extractionThe mixture was extracted with EtOAc (3×)
  3. washthe combined organics were washed with saturated aqueous NaCl
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b5848dd249c04d1792d61e5fa9f3e861
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446042B2

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