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2,4-Di-tert-butylphenol → 3-(4-Hydroxy-3,5-dimethylphenyl)-5,7-bis(2-methyl-2-propanyl)-1-benzofuran-2(3H)-one

HRID 375992
ノート
印刷プレビュー

反応式

HRID 375992 の反応式
[C:1]([C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].[CH3:16][C:17]1[CH:18]=[C:19]([CH:25]=[C:26]([CH3:29])[C:27]=1[OH:28])[CH:20](O)[C:21](O)=[O:22]>C(O)(=O)C.CS(O)(=O)=O>[CH3:16][C:17]1[CH:18]=[C:19]([CH:20]2[C:7]3[CH:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=3[O:15][C:21]2=[O:22])[CH:25]=[C:26]([CH3:29])[C:27]=1[OH:28]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 73112,4-Di-tert-butylphenolHCID 18991409100304-49-2

生成物 1

HCID 111006493-(4-Hydroxy-3,5-dimethylphenyl)-5,7-bis(2-methyl-2-propanyl)-1-benzofuran-2(3H)-one収率 88.1%

試薬・触媒・溶媒 2

HCID 6395Methanesulfonic Acid触媒HCID 176Acetic Acid溶媒

反応条件

温度
95 °C

実験手順

1.5 ml (23 mmol) of methanesulfonic acid are added to a mixture of 154.8 g (0.75 mol) of 2,4-di-tert-butylphenol and 98.1 g (0.50 mol) of 3,5-dimethyl-4-hydroxymandelic acid in 500 ml of acetic acid which is stirred at 95° C. under nitrogen. After about 4 minutes, crystallisation of the product in the form of fine, white crystals begins. The reaction mixture is refluxed for another hour, then cooled to about 15° C., and the precipitated product is filtered off. The residue is washed with 250 ml of acetic acid and with 1500 ml of water. Drying gives 161.5 g (88%) of 3-(3,5-dimethyl-4-hydroxyphenyl)-5,7-di-tert-butylbenzofuran-2-one, melting point 225°-228° C. (compound (107), Table 1).

後処理

  1. customcrystallisation of the product in the form of fine, white crystals
  2. temperatureThe reaction mixture is refluxed for another hour
  3. temperaturecooled to about 15° C.
  4. filtrationthe precipitated product is filtered off
  5. washThe residue is washed with 250 ml of acetic acid and with 1500 ml of water
  6. customDrying

出典と根拠

ORDレコード
ord-f31e38393c7c4eef8e7a85a8581f1cae
出典データセット
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05488117

反応ノート

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