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Glyoxylic Acid → 5,7-Di-tert-butyl-3-hydroxy-2-benzofuranone

HRID 278506
ノート
印刷プレビュー

反応式

HRID 278506 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].[C:16](O)(=[O:19])[CH:17]=[O:18].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>ClCCCl>[C:11]([C:9]1[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]2[O:15][C:17](=[O:18])[CH:16]([OH:19])[C:7]=2[CH:8]=1)([CH3:14])([CH3:13])[CH3:12]
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 760Glyoxylic AcidHCID 962WaterHCID 73112,4-Di-tert-butylphenolHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 68508215,7-Di-tert-butyl-3-hydroxy-2-benzofuranone

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

A mixture of 212.5 g (1.00 mol) of 2,4-di-tert-butylphenol (97%), 163.0 g (1.10 mol) of 50% aqueous glyoxylic acid and 0.5 g (2.6 mmol) of p-toluenesulfonic acid monohydrate in 300 ml of 1,2-dichloroethane is refluxed under nitrogen for 3.5 hours on a water separator. Afterwards the reaction mixture is concentrated on a vacuum rotary evaporator. The residue is taken up in 800 ml of hexane and washed three times with water. The aqueous phases are separated in the separating funnel and further extracted with 300 ml of hexane. The organic phases are combined, dried over magnesium sulfate and concentrated on a vacuum rotary evaporator. The residue yields 262.3 g (˜100%) of analytically pure 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one in the form of a thick yellowish resin (compound (201), Table 2).

後処理

  1. concentrationAfterwards the reaction mixture is concentrated on a vacuum rotary evaporator
  2. washwashed three times with water
  3. customThe aqueous phases are separated in the separating funnel
  4. extractionfurther extracted with 300 ml of hexane
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated on a vacuum rotary evaporator

出典と根拠

ORDレコード
ord-9a205a11fc60443ca9b1e7920677b20e
出典データセット
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06359148B1

反応ノート

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