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Benzene → 5,7-Bis(1,1-dimethylethyl)-3-phenyl-(3H)-benzofuran-2-one

HRID 974729
ノート
印刷プレビュー

反応式

HRID 974729 の反応式
[Cl-].[Cl-].[Cl-].[Al+3].[C:5]([C:9]1[CH:10]=[C:11]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:12]2[O:16][C:15](=[O:17])[CH:14](O)[C:13]=2[CH:19]=1)([CH3:8])([CH3:7])[CH3:6].[CH:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>O>[C:5]([C:9]1[CH:10]=[C:11]([C:20]([CH3:22])([CH3:23])[CH3:21])[C:12]2[O:16][C:15](=[O:17])[CH:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:13]=2[CH:19]=1)([CH3:6])([CH3:8])[CH3:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 68508215,7-Di-tert-butyl-3-hydroxy-2-benzofuranone2 回

生成物 1

HCID 64553565,7-Bis(1,1-dimethylethyl)-3-phenyl-(3H)-benzofuran-2-one収率 64%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

73.3 g (0.55 mol) of ground aluminium trichloride are added over 25 minutes to a solution of 131.2 g (0.50 mol) of 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one (compound (201), Table 2, Example 1a) in 250 ml (2.82 mol) of benzene and the reaction mixture is heated for 1.5 hours to reflux temperature and then refluxed for 1.5 hours. The reaction mixture is cooled to room temperature and then, cautiously with cooling, 200 ml of water are added, followed by the addition of concentrated hydrochloric acid until a homogeneous two-phase mixture forms. The organic phase is separated, washed with water, dried over sodium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ethanol yields 97.8 g (64%) of 5,7-di-tert-butyl-3-phenyl-3H-benzofuran-2-one, m.p. 116°-119° C. (compound (108), Table 1).

後処理

  1. temperaturethe reaction mixture is heated for 1.5 hours
  2. temperatureto reflux temperature
  3. temperaturerefluxed for 1.5 hours
  4. temperaturecautiously with cooling
  5. customThe organic phase is separated
  6. washwashed with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated on a vacuum rotary evaporator
  9. customCrystallisation of the residue from ethanol

出典と根拠

ORDレコード
ord-bc04b285dcab43c4ba34a66dff0845d8
出典データセット
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05607624

反応ノート

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