Ethyl formate → HCID 178517727、化合物
反応式
[H-].[Na+].[O:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[O:9][CH2:10][C:11]([O:13]CC)=O.[CH:16](OCC)=O.[C:21]1(/[CH:27]=[CH:28]/[C:29](=[NH:31])[NH2:30])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl.CO.CCO.C1COCC1>[C:21]1(/[CH:27]=[CH:28]/[C:29]2[NH:31][CH:16]=[C:10]([O:9][CH:4]3[CH2:5][CH2:6][CH2:7][CH2:8][O:3]3)[C:11](=[O:13])[N:30]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1参加物
実験手順
NaH (0.38 g, 9.5 mmol, 60% paraffin oil) was added slowly to a THF (20 mL) solution of ethyl (tetrahydro-2H-pyran-2-yloxy)acetate (prepared by treating ethyl hydroxyacetate with 3,4-dihydro-2H-pyran and TsOH) (1.0 g, 5.3 mmol) and dry ethyl formate (3.9 g, 53 mmol). The reaction mixture was stirred at room temperature for 15 min. and then heated at 65° C. for 45 min. The reaction mixture was concentrated to dryness to give a pale yellow solid. The solid was added to a MeOH/EtOH (20 mL/20 mL) solution of (2E)-3-phenyl-2-propenimidamide (0.78 g, 5.3 mmol), the subsequent mixture was heated at 80° C. for 4 h. The resulting material was poured into DCM (10 mL) containing silica gel (3 g) and evaporated. Purification by column chromatography (silica gel) using a MeOH/DCM gradient (0-10%) provided the desired product as a pale yellow solid (1 g, 63%).
後処理
- temperatureheated at 65° C. for 45 min
- concentrationThe reaction mixture was concentrated to dryness
- customto give a pale yellow solid
- temperaturethe subsequent mixture was heated at 80° C. for 4 h
- additioncontaining silica gel (3 g)
- customevaporated
- customPurification by column chromatography (silica gel)
出典と根拠
- ORDレコード
- ord-6879b79ccf234b85af1804df33b3675c
- 出典データセット
- uspto-grants-2011_12
- 特許番号
- US08071592B2
反応ノート
読み込み中…