反応式
[CH2:1]([O:15][C:16]1[O:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Cl:24][CH2:25][CH2:26][CH2:27]Br.O.O.O.O.O.[OH-].C([N+](CCCC)(CCCC)CCCC)CCC>CN(C)C=O.CCOC(C)=O.[Cl-].[Na+].O.O.[I-].[Na+]>[CH2:1]([O:15][C:16]1[O:20][C:19]([C:21]([O:23][CH2:27][CH2:26][CH2:25][Cl:24])=[O:22])=[CH:18][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 5
実験手順
To a vigorously stirred suspension of 5-(tetradecyloxy)furan-2-carboxylic acid (0.650 g, 2.0 mmol) in 10 mL of N,N-dimethylformamide was added 3-chlorobromopropane (0.618 mL, 6.0 mmol), tetrabutylammonium hydroxide pentahydrate (0.734 g, 4.2 mmol) and sodium iodide (˜20 mg). The suspension appeared to go into solution briefly, and then a very finely dispersed white precipitate was observed. The reaction was allowed to stir for 12 hrs. The suspension was then diluted with EtOAc (100 mL), brine (50 mL) and water (50 mL). The phases were separated and the organic phase was washed with water (50 mL) and brine (50 mL). The organic phase was then dried and concentrated to yield 0.554 g of the title compound. This material was used in the subsequent step without further purification.
後処理
- customThe phases were separated
- washthe organic phase was washed with water (50 mL) and brine (50 mL)
- customThe organic phase was then dried
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-f789956f17f64916aecb4bd78346b715
- 出典データセット
- uspto-grants-2014_11
- 特許番号
- US08884034B2
関連ノート
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