Lithium Hydroxide → [4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetic Acid
反応式
C([O:3][C:4](=[O:31])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:20][C:19]3[C:18]([O:21][CH2:22][CH3:23])=[C:17]4[CH:24]=[CH:25][CH:26]=[CH:27][C:16]4=[C:15]([O:28][CH2:29][CH3:30])[C:14]=3[CH2:13]2)=[CH:8][CH:7]=1)C.[OH-].[Li+]>O1CCCC1.O>[CH2:22]([O:21][C:18]1[C:19]2[CH2:20][N:12]([C:9]3[CH:8]=[CH:7][C:6]([CH2:5][C:4]([OH:31])=[O:3])=[CH:11][CH:10]=3)[CH2:13][C:14]=2[C:15]([O:28][CH2:29][CH3:30])=[C:16]2[CH:27]=[CH:26][CH:25]=[CH:24][C:17]=12)[CH3:23]参加物
実験手順
A solution of ethyl[4-(4,9-diethoxy-1,3-dihydro-2H-benzo[f]isoindol-2-yl)phenyl]acetate (10 mg, 0.024 mmol) in tetrahydrofuran (4 ml) and a solution of lithium hydroxide (6 mg, 0.24 mmol) in water (1 ml) were stirred vigorously for 14 h. The reaction mixture was diluted with water (10 ml) and extracted with ethyl acetate (2×5 ml) and the organic extracts discarded. The aqueous phase was acidified with 2N hydrochloric acid to pH=5 and extracted with ethyl acetate (3×5 ml). The combined organic extracts were dried over magnesium sulphate and the solvent removed in vacuo to give the product as a red solid (4 mg, 43%). δH CDCl3 8.13 (2H, dd, J=6.5, 3.2), 7.49, (2H, dd, J=6.5, 3.2), 7.24 (2H, d, 8.3), 6.75 (2H, d, J=8.3), 4.81 (4H, s), 4.19 (4H, q, J=7.0), 3.69 (2H, s), 1.53 (6H, t, J=7.0); LC retention time 3.92 min, ms 392, [MH+].
後処理
- extractionextracted with ethyl acetate (2×5 ml)
- extractionextracted with ethyl acetate (3×5 ml)
- dry with materialThe combined organic extracts were dried over magnesium sulphate
- customthe solvent removed in vacuo
出典と根拠
- ORDレコード
- ord-d6f642dc4afa440cadc7dffc7c3543a3
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07732622B2
反応ノート
読み込み中…