Water → HCID 9880270、化合物

HRID 586616ノート

反応式

HRID 586616 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=O.[F:13][C:14]1[CH:25]=[CH:24][C:17]([CH2:18][C:19]2[CH2:23][CH2:22][CH2:21][N:20]=2)=[CH:16][CH:15]=1.C([O-])(O)=O.[Na+].O>C(OCC)C.C(O)C>[F:13][C:14]1[CH:25]=[CH:24][C:17]([C:18]2[C:3]([C:5]3[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=3)=[CH:2][N:20]3[C:19]=2[CH2:23][CH2:22][CH2:21]3)=[CH:16][CH:15]=1

参加物

7

反応物 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 27375232-Bromo-1-(4-methylsulfanylphenyl)ethanoneHCID 139464605-[(4-Fluorophenyl)methyl]-3,4-dihydro-2H-pyrrole

生成物 1

HCID 9880270HCID 9880270、化合物収率 30.9%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒

実験手順

2-Bromo-1-(4-methylsulphanylphenyl)-1-ethanone (0.83 g, 3.4 mmol), dissolved in diethyl ether (10 ml), is treated with a solution of 2-(4-fluorobenzyl)-1-pyrroline (0.6 g, 3.3 mmol) in ethanol (10 ml) and NaHCO3 (0.6 g, 7 mmol). The mixture is stirred in the dark at RT for 18 h. The reaction is checked by TLC: SiO2/hexane-ether 9:1. The mixture is treated with H2O (10 ml), extracted 2 times with diethyl ether (100 ml) and the combined ether phase is then rewashed with water (30 ml). The organic phase dried over Na2SO4 Sicc. is concentrated in vacuo. The residue which remains is purified by CC on Al2O3/hexane/diethyl ether 1:1. Fractions 1-3 afford 330 mg of orange-red oil.

後処理

  1. extractionextracted 2 times with diethyl ether (100 ml)
  2. dry with materialThe organic phase dried over Na2SO4 Sicc
  3. concentrationis concentrated in vacuo
  4. customThe residue which remains is purified by CC on Al2O3/hexane/diethyl ether 1:1

出典と根拠

ORDレコード
ord-0f903e167af14f79a6c3e71a3c4a4129
出典データセット
uspto-grants-2005_08
特許番号
US06936632B2

反応ノート

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