Acetic Acid → Methyl 2-(3-bromophenyl)-2-methylpropanoate

HRID 1058586ノート

反応式

HRID 1058586 の反応式
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[CH:7]=1)([CH3:5])[C:3]#N.[C:13](O)(=[O:15])C.S(=O)(=O)(O)[OH:18]>O>[CH3:13][O:15][C:3](=[O:18])[C:2]([CH3:5])([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([Br:12])[CH:7]=1)[CH3:1]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 105132942-(3-Bromophenyl)-2-methylpropanenitrile

生成物 1

HCID 24777892Methyl 2-(3-bromophenyl)-2-methylpropanoate収率 36%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

2-Methyl-2-[3-bromophenyl]propionitrile (0.56 g, 2.5 mmol) was refluxed in sulfuric acid (2 ml), water (3 ml) and acetic acid (2.5 ml) overnight. The reaction mixture was poured in water, then extracted with Et2O. The combined organic extracts were dried with magnesium sulfate, filtered, concentrated, and chromatographed (silica gel, 10% EtOAc, 1% HOAc) to give the title compound as a white solid (0.2 g, 36%), which was converted to the methyl ester with diazo methane in Et2O and was used in the next reaction without further purification.

後処理

  1. extractionextracted with Et2O
  2. dry with materialThe combined organic extracts were dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed (silica gel, 10% EtOAc, 1% HOAc)

出典と根拠

ORDレコード
ord-df668ddbcaab49bf9e906604c82bfd38
出典データセット
uspto-grants-2003_02
特許番号
US06518267B1

反応ノート

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