1-Ethynylcyclohexene → N-(2-Cyclohex-1-enylethynyl-phenyl)acetamide

HRID 451253

反応式

HRID 451253 の反応式
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1OS(C1C=CC(C)=CC=1)(=O)=O)(=[O:3])[CH3:2].[C:22]([C:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]=1)#[CH:23]>CCCCCCC.CCOC(C)=O>[C:24]1([C:22]#[C:23][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[NH:4][C:1](=[O:3])[CH3:2])[CH2:29][CH2:28][CH2:27][CH2:26][CH:25]=1

参加物

4

反応物 2

HCID 791281-EthynylcyclohexeneHCID 572553N-Acetyl-O-p-toluenesulfonyl-2-aminophenol

生成物 1

HCID 25221492N-(2-Cyclohex-1-enylethynyl-phenyl)acetamide

試薬・触媒・溶媒 1

HCID 21899848Ethylacetate heptane溶媒

実験手順

This product was prepared from toluene-4-sulfonic acid 2-acetylamino-phenyl ester and 1-ethynyl-cyclohexene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 9:1; yield (115 mg, 96%); 1H NMR δ (CDCl3): 8.39 (d, J=8.53 Hz, 1H), 7.9 (br s, 1H), 7.37 (dm, 1H), 7.31-7.23 (m, 1H), 7.02 (t, J=7.22 Hz, 1H), 6.25 (m, 1H), 2.32-2.12 (m, 7H), 1.76-1.6 (m, 4H); LCMS m/z: 239.

後処理

  1. customyield (115 mg, 96%)

出典と根拠

ORDレコード
ord-b59f2bbd24a64baa88d6478de23d9e44
出典データセット
uspto-grants-2013_07
特許番号
US08487109B2

関連ノート

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