Dimethylformamide → HCID 86706806、化合物

反応式

P(Cl)(Cl)(Cl)=O.[CH2:6]([CH:10]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:11][O:12][C:13]1[CH:17]=[CH:16][S:15][CH:14]=1)[CH2:7][CH2:8][CH3:9].[OH-].[Na+].CN([CH:29]=[O:30])C>>[CH:29]([C:14]1[S:15][CH:16]=[CH:17][C:13]=1[O:12][CH2:11][CH:10]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:30]

参加物

反応物 4

HCID 6228Dimethylformamide2 回

HCID 14798Sodium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 86706805HCID 86706805、化合物

生成物 1

HCID 86706806HCID 86706806、化合物収率 80%

反応条件

温度: 70 °C

実験手順

Under a nitrogen atmosphere, phosphorous oxychloride (3.5 ml, 40 mmol) was slowly dropped into DMF (70 ml) at 0° C. and stirred for 10 minutes. Then, a DMF (15 ml) solution of 3-(2-butyloctoxy)thiophene (9 g, 30.4 mmol) was slowly dropped into the reaction solution. The reaction solution was then heated for two hours at 70° C. Then, the reaction solution was cooled to room temperature. While cooling the reaction solution in a water bath, a 10% aqueous sodium hydroxide solution was slowly added and stirred for 30 minutes. Then, the reaction solution was extracted with chloroform, and an organic layer was washed with a saturated saline solution and water. The organic layer was dried with anhydrous magnesium sulfate, and, after filtration, the solution was distilled off under reduced pressure. By separating and purifying the obtained reaction mixture by silica gel column chromatography in which a mixed solvent of hexane and ethyl acetate was used as a mobile phase, a target substance was obtained as clear oil (80% yield). 1H-NMR (400 MHZ, CDCl3, TMS) δ 10.00 (s, 1 H), 7.67 (d, J=4.8 Hz, 1 H), 6.84 (d, J=4.8 Hz, 1 H), 4.03 (d, J=4.8 Hz, 2 H), 1.25 (m, 17 H), 0.88 (m, 6 H)