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

HRID 1741370ノート

反応式

HRID 1741370 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-1f72bbdd5d6f45b08ad3da09414a7f41
出典データセット
uspto-grants-1999_10
特許番号
US05972965

反応ノート

読み込み中…