Water → HCID 9880270, 화합물

HRID 586616노트

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HRID 586616 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 9880270HCID 9880270, 화합물수율 30.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0f903e167af14f79a6c3e71a3c4a4129
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06936632B2

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