Triethylamine → 3-Phenylthio-4-(4-(methylsulfonyl)phenyl)-5h-furan-2-one

HRID 481377

反応式

C(N(CC)CC)C.[S:8]([CH2:15][C:16]([OH:18])=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Br[CH2:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1)=O.C1CCN2C(=NCCC2)CC1>C(#N)C>[C:9]1([S:8][C:15]2[C:16](=[O:18])[O:17][CH2:20][C:21]=2[C:23]2[CH:24]=[CH:25][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][CH:28]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

反応条件

温度: 0 °C

実験手順

At 0° C., triethylamine (335 μL) was added to a solution of thiophenoxyacetic acid (161 mg) and 2-bromo-l-(4-(methylsulfonyl) phenyl) ethanone (272 mg, WO 9500501, example 9, Step 1) in 5 mL of acetonitrile and the mixture was stirred at 0° C. for 1 h. The reaction mixture was then cooled to -20° C. and DBU (265 μL) was added. The mixture was stirred for 30 min. at -20° C. and was quenched by addition of 1N HCl. The product was extracted with EtOAc, dried over sodium sulfate and partially purified by silica gel chromatography. The impure product was recrystalized from EtOAc/Hexane to afford the title compound as a solid

後処理

temperatureThe reaction mixture was then cooled to -20° C.
stirringThe mixture was stirred for 30 min. at -20° C.
customwas quenched by addition of 1N HCl
extractionThe product was extracted with EtOAc
dry with materialdried over sodium sulfate
custompartially purified by silica gel chromatography
customThe impure product was recrystalized from EtOAc/Hexane

出典と根拠

ORDレコード: ord-6197c4ee24984d6da99e2e74b559676a
出典データセット: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05789413

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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