Potassium Carbonate → 2-Ethynyl-4-methylaniline

HRID 78708

反応式

HRID 78708 の反応式
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([C:9]#[C:10][Si](C)(C)C)[CH:3]=1.CO.CCOCC.C([O-])([O-])=O.[K+].[K+]>O>[C:9]([C:4]1[CH:3]=[C:2]([CH3:1])[CH:8]=[CH:7][C:5]=1[NH2:6])#[CH:10]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 107506854-Methyl-2-((trimethylsilyl)ethynyl)anilineHCID 21864698Diethyl ether methanol

生成物 1

HCID 6407592-Ethynyl-4-methylaniline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred solution of 22 (11.32 g, 55.6 mmol) in 2:1 MeOH/Et2O (250 mL) was added K2CO3 (15.38 g, 111 mmol) at room temperature. After stirring for 1 h at this temperature, the reaction mixture was diluted with water and extracted with CH2Cl2. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give 23 as a light brown solid without the need for purification (6.79 g, 93%): 1H NMR (300 MHz, CDCl3) δ 7.14 (d, J=1.5 Hz, 1H), 6.96 (dd, J=8.2, 1.5 Hz, 1H), 6.62 (d, J=8.2 Hz, 1H), 4.11 (s, 2H), 3.36 (s, 1H), 2.21 (s, 3H).

後処理

  1. extractionextracted with CH2Cl2
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-beaf0f1f438a444a8de95b3dd87fbcf1
出典データセット
uspto-grants-2014_09
特許番号
US08841460B2

関連ノート

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