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Methanol → HCID 68485877, 화합물

HRID 1875029
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HRID 1875029 반응식
[OH-].[Li+].[CH3:3][C:4]([O:7][CH2:8][CH2:9][C:10]([NH:12][C:13]1[CH:21]=[C:20]2[C:16]([CH:17]=[C:18]([C:31]([O-:33])=[O:32])[N:19]2[C:22]([O:24]CCC(C)(C)C)=[O:23])=[CH:15][CH:14]=1)=[O:11])([CH3:6])[CH3:5].CO.O>C1COCC1>[CH3:3][C:4]([O:24][C:22]([N:19]1[C:20]2[C:16](=[CH:15][CH:14]=[C:13]([NH:12][C:10](=[O:11])[CH2:9][CH2:8][O:7][C:4]([CH3:3])([CH3:6])[CH3:5])[CH:21]=2)[CH:17]=[C:18]1[C:31]([OH:33])=[O:32])=[O:23])([CH3:6])[CH3:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 86761649HCID 86761649, 화합물

생성물 1

HCID 68485877HCID 68485877, 화합물수율 162.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

Lithium hydroxide (0.037 g, 1.55 mmol) was added to a solution of 1-(1,1-dimethylethyl)2-ethyl 6-({3-[(1,1-dimethylethyl)oxy]propanoyl}amino)-1H-indole-1,2-dicarboxylate (0.067 g, 0.155 mmol) in THF:methanol:water/3:1:1 (3 mL). The mixture was heated at 50° C. for 1 hr. The solvent was evaporated and the residue was dissolved in water, acidified with 1N aqueous HCl and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to give the title compound (0.051 g, 108%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.40 (br. s., 1H), 9.82 (s, 1H), 7.94 (s, 1H), 7.44 (d, 1H), 7.04 (d, 1H), 6.85 (s, 1H), 3.57 (t, 2H), 2.33-2.48 (m, 2H), 1.09 (s, 9H). ES MS: m/z 305 (M+1).

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3fbc2c1abf394d569dba01f3f6b5bcc0
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08304419B2

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