反応式
C(Cl)(=O)C(Cl)=O.[F:7][C:8]([F:15])([F:14])[C:9](=[CH2:13])[C:10]([OH:12])=[O:11].[C:16](O)([CH3:19])([CH3:18])[CH3:17].N1C=CC=CC=1.Cl>C(Cl)Cl>[F:7][C:8]([F:15])([F:14])[C:9](=[CH2:13])[C:10]([O:12][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:11]参加物
実験手順
Oxalyl chloride (87.3 g, 0.68 mol) was added to a solution of 2-(trifluoromethyl)-acrylic acid (TFMAA) (15.0 g, 0.11 mol) in methylene chloride (90 mL) in a dropwise manner at room temperature under an nitrogen atmosphere. The solution was heated to reflux for 5 hours, and the solvent and excess reagent were removed on a rotary evaporator. The resulting acid chloride was added to a stirred solution consisting of t-butanol (44 g, 0.59 mmol) and pyridine (33.6 g, 0.42 mol) in methylene chloride at 0° C. over a 10 min period. After stirring overnight at room temperature, the solution was neutralized with diluted aqueous HCl and washed with saturated aqueous sodium bicarbonate. The organic phase was removed, and the aqueous phase was extracted with pentane. The combined organic solvents were reduced to a small volume by distillation and then the residue was chromatographed on a column of silica gel. The product was re-purified by distillation to give 14.0 g of TBTFMA as a colorless liquid (70%).
後処理
- temperatureThe solution was heated
- temperatureto reflux for 5 hours
- customthe solvent and excess reagent were removed on a rotary evaporator
- additionThe resulting acid chloride was added to a stirred solution
- washwashed with saturated aqueous sodium bicarbonate
- customThe organic phase was removed
- extractionthe aqueous phase was extracted with pentane
- distillationThe combined organic solvents were reduced to a small volume by distillation
- customthe residue was chromatographed on a column of silica gel
- distillationThe product was re-purified by distillation
出典と根拠
- ORDレコード
- ord-80f38e96615546c59159e3ff375c65ea
- 出典データセット
- uspto-grants-2003_01
- 特許番号
- US06509134B2
関連ノート
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