Pentamethylbenzene → 5,7-di-tert-butyl-3-(2,3,4,5,6-pentamethylphenyl)-3H-benzofuran-2-one

HRID 278511

反応式

HRID 278511 の反応式
[CH3:1][C:2]1[C:3]([CH3:11])=[C:4]([CH3:10])[C:5]([CH3:9])=[C:6]([CH3:8])[CH:7]=1.[Sn](Cl)(Cl)(Cl)Cl.[C:17]([C:21]1[CH:22]=[C:23]([C:32]([CH3:35])([CH3:34])[CH3:33])[C:24]2[O:28][C:27](=[O:29])[CH:26](O)[C:25]=2[CH:31]=1)([CH3:20])([CH3:19])[CH3:18]>ClCCCl.O>[C:17]([C:21]1[CH:22]=[C:23]([C:32]([CH3:34])([CH3:35])[CH3:33])[C:24]2[O:28][C:27](=[O:29])[CH:26]([C:7]3[C:2]([CH3:1])=[C:3]([CH3:11])[C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=3[CH3:8])[C:25]=2[CH:31]=1)([CH3:19])([CH3:18])[CH3:20]

参加物

6

反応物 3

HCID 12784PentamethylbenzeneHCID 24287Tin tetrachlorideHCID 68508215,7-Di-tert-butyl-3-hydroxy-2-benzofuranone2 回

生成物 1

HCID 109161965,7-di-tert-butyl-3-(2,3,4,5,6-pentamethylphenyl)-3H-benzofuran-2-one収率 89.3%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

11.5 g (77.5 mmol) of pentamethylbenzene and 10 ml (85.0 mmol) of tin tetrachloride are added to a solution of 19.7 g (75.0 mmol) of 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one (compound (201), Table 2, Example la) in 50 ml of 1,2-dichloroethane and the reaction mixture is refluxed for 1 hour. The reaction mixture is diluted with water and extracted three times with toluene. The organic phases are combined, washed with water, dried over sodium sulfate and concentrated on a vacuum rotary evaporator. Crystallisation of the residue from ethanol yields 26.3 g (89%) of 5,7-di-tert-butyl-3-(2,3,4,5,6-pentamethylphenyl)-3H-benzofuran-2-one, m.p. 185-190° C. (compound (111), Table 1).

後処理

  1. temperaturethe reaction mixture is refluxed for 1 hour
  2. extractionextracted three times with toluene
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated on a vacuum rotary evaporator
  6. customCrystallisation of the residue from ethanol

出典と根拠

ORDレコード
ord-d2f17aff12324320af64444ee601ac30
出典データセット
uspto-grants-2002_03
特許番号
US06359148B1

関連ノート

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