1-Heptyne → N-(2-Hept-1ynyl-phenyl)-acetamide

HRID 451252

反応式

HRID 451252 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].[CH:22]#[C:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>CCCCCCC.CCOC(C)=O>[C:22]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[NH:4][C:1](=[O:3])[CH3:2])#[C:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

参加物

4

反応物 2

HCID 123501-HeptyneHCID 572553N-Acetyl-O-p-toluenesulfonyl-2-aminophenol

生成物 1

HCID 25221491N-(2-Hept-1ynyl-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-heptyne following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 8:2; yield (92 mg, 80%); 1H NMR δ (CDCl3): 8.47 (d, J=8.51 Hz, 1H), 7.93 (br s, 1H), 7.36 (dm, 1H), 7.31-7.23 (m, 1H), 7.02 (t, J=7.22 Hz, 1H), 2.53 (t, J=7.08 Hz, 2H), 2.21 (s, 3H), 1.63 (p, J=7.11 Hz, 2H), 1.48-1.3 (m, 4H), 0.92 (t, J=7.2 Hz, 3H); LCMS m/z: 229.

後処理

  1. customyield (92 mg, 80%)

出典と根拠

ORDレコード
ord-7fd335d18fb142e68d695073438d98ff
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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