Ethyl chloroformate → Ethyl 5-bromo-1-methyl-1H-imidazole-2-carboxylate
反応式
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[Br:7][C:8]1[N:12]([CH3:13])[CH:11]=[N:10][CH:9]=1>CC#N>[CH2:5]([O:4][C:2]([C:11]1[N:12]([CH3:13])[C:8]([Br:7])=[CH:9][N:10]=1)=[O:3])[CH3:6]参加物
4
実験手順
Ethyl chloroformate (1.19 mL, 12.4 mmol) in MeCN (5 mL) was added dropwise to a 1.00 g (6.21 mmol) of 5-bromo-1-methyl-1H-imidazole (Aldrich) in 30 mL of MeCN under N2. The mixture was stirred and allowed to warm to rt overnight. The mixture was concentrated and the residue was treated with 2M NaOH (100 mL) and extratcted with CH2Cl2 (3×100 mL). The combined extracts were washed with brine, dried with MgSO4, filtered, concentrated, and chromatographed (0-50% EtOAc in hexanes) to give the 5-bromo-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester as a yellow oil (800 mg).
後処理
- concentrationThe mixture was concentrated
- additionthe residue was treated with 2M NaOH (100 mL)
- washThe combined extracts were washed with brine
- dry with materialdried with MgSO4
- filtrationfiltered
- concentrationconcentrated
- customchromatographed (0-50% EtOAc in hexanes)
出典と根拠
- ORDレコード
- ord-9330a61fd0ae4756b317b49b52fd18f1
- 出典データセット
- uspto-grants-2009_04
- 特許番号
- US07514458B2
反応ノート
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