Dichloromethane → 3-(5,7,8,9-Tetrahydro-6-oxa-1,9-diaza-benzocyclohepten-3-yl)-acrylic acid hydrochloride
反応式
C([O:5][C:6](=[O:20])[CH:7]=[CH:8][C:9]1[CH:19]=[N:18][C:12]2[NH:13][CH2:14][CH2:15][O:16][CH2:17][C:11]=2[CH:10]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)[Cl:29]>>[ClH:29].[N:18]1[C:12]2[NH:13][CH2:14][CH2:15][O:16][CH2:17][C:11]=2[CH:10]=[C:9]([CH:8]=[CH:7][C:6]([OH:20])=[O:5])[CH:19]=1参加物
実験手順
A suspension of 3-(5,7,8,9-Tetrahydro-6-oxa-1,9-diaza-benzocyclohepten-3-yl)-acrylic acid tert-butyl ester (0.14 g, 0.49 mmol) in CH2Cl2 (5 mL) was treated with TFA (5 mL). After stirring at room temperature for 30 min, the clear tan solution was concentrated in vacuo. The resulting oil was triturated with hexanes (20 mL) until the oil was converted to a fine off-white solid. The solid was then suspended in anhydrous HCl in dioxane (2 mL, 4.0 M), sonicated and concentrated to about 1 mL. The suspension was treated with Et2O (20 mL), sonicated, isolated by filtration and dried under vacuum. Yield: 0.11 g (87%); 1H NMR (300 MHz, DMSO-d6) δ 8.40 (br s, 3H), 8.31-8.29 (m, 2H), 7.53 (d, J=16.0 Hz, 1H), 6.51 (d, J=16.0 Hz, 1H), 4.76 (s, 2H), 3.96-3.92 (m, 2H), 3.71-3.67 (m, 2H); ESI MS m/z 221 [C11H12N2O3+H]+
後処理
- concentrationthe clear tan solution was concentrated in vacuo
- customThe resulting oil was triturated with hexanes (20 mL) until the oil
- customsonicated
- concentrationconcentrated to about 1 mL
- additionThe suspension was treated with Et2O (20 mL)
- customsonicated
- customisolated by filtration
- customdried under vacuum
出典と根拠
- ORDレコード
- ord-6a90563b46b14dccbc0decabf54401f5
- 出典データセット
- uspto-grants-2012_11
- 特許番号
- US08318720B2
反応ノート
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