Sodium Hydroxide → 1-(4,5-diphenyloxazol-2-yl)methylamino-2,3-dihydro-4-methoxy-1H-indene

HRID 1741370노트

반응식

HRID 1741370 반응식
FC(F)(F)C([N:5]([CH:24]1[C:32]2[C:27](=[C:28]([O:33][CH3:34])[CH:29]=[CH:30][CH:31]=2)[CH2:26][CH2:25]1)[CH2:6][C:7]1[O:8][C:9]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:11]=1)=O.[OH-].[Na+]>CO>[C:12]1([C:10]2[N:11]=[C:7]([CH2:6][NH:5][CH:24]3[C:32]4[C:27](=[C:28]([O:33][CH3:34])[CH:29]=[CH:30][CH:31]=4)[CH2:26][CH2:25]3)[O:8][C:9]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 183673231-(N-trifluoroacetyl-N-[(4,5-diphenyloxazol-2-yl)methyl]amino]-2,3-dihydro-4-methoxy-1H-indene

생성물 1

HCID 183673131-(4,5-diphenyloxazol-2-yl)methylamino-2,3-dihydro-4-methoxy-1H-indene수율 81.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1-[N-trifluoroacetyl-N-[(4,5-diphenyloxazol-2-yl)methyl]amino]-2,3-dihydro-4-methoxy-1H-indene (0.29 g) of methanol (2 ml) was added 1N NaOH aqueous solution (2 ml). The mixture was refluxed for 1 day and the solvent was removed in vacuo. The residue was extracted with ethyl acetate, dried over MgSO4 and evaporated in vacuo. The residue was purified by chromatography on silica gel to afford 1-(4,5-diphenyloxazol-2-yl)methylamino-2,3-dihydro-4-methoxy-1H-indene (0.19 g). MS (m/z): 397 (M+ +1) NMR (CDCl3, δ): 1.85-2.10 (1H, m), 2.10 (1H, br), 2.33-2.52 (1H, m), 2.68-2.87 (1H, m), 2.92-3.12 (1H, m), 3.82 (3H, s), 4.14 (2H, s), 4.45 (1H, t, J=6.1 Hz), 6.74 (1H, d, J=7.9 Hz), 7.05 (1H, d, J=7.4 Hz), 7.20 (1H, dd, J=7.4, 7.9 Hz), 7.32-7.40 (6H, m), 7.57-7.67 (4H, m)

후처리

  1. temperatureThe mixture was refluxed for 1 day
  2. customthe solvent was removed in vacuo
  3. extractionThe residue was extracted with ethyl acetate
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo
  6. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-1f72bbdd5d6f45b08ad3da09414a7f41
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05972965

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