Water → 2,6-Di-t-butyl-p-benzoquinone

HRID 267854ノート

反応式

HRID 267854 の反応式
[C:1]([C:5]1[CH:10]=[C:9](N=O)[CH:8]=[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:6]=1[OH:17])([CH3:4])([CH3:3])[CH3:2].C1(C)C=CC(S(Cl)(=O)=[O:25])=CC=1.C(N(CC)CC)C.O>CC(N(C)C)=O>[C:1]([C:5]1[C:6](=[O:17])[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:8][C:9](=[O:25])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 70383Phenol, 2,6-bis(1,1-dimethylethyl)-4-nitroso-

生成物 1

HCID 128672,6-Di-t-butyl-p-benzoquinone収率 117.6%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
80 °C

実験手順

270 g (1.15 mols) of 2,6-ditert.butyl-4-nitrosophenol are dissolved in 2.5 liters of dimethylacetamide. A solution of 256 g (1.35 mols) of p-toluenesulphonic acid chloride in 1.1 liters of dimethylacetamide is added dropwise at room temperature. 112 g (1.10 mols) of triethylamine are then added rapidly and the mixture is stirred for 2 hours at 80° C. After cooling, it is poured into 15 liters of water and the precipitated product is filtered off. After drying it is recrystallised from hexane. 298 g of 2,6-ditert.butyl-benzoquinone monoxime p-toluenesulphonate of melting point 110° C are thus obtained.

後処理

  1. temperatureAfter cooling
  2. filtrationthe precipitated product is filtered off
  3. customAfter drying it
  4. customis recrystallised from hexane

出典と根拠

ORDレコード
ord-04e4dcdc6b504bcea61277a3c99bd80b
出典データセット
uspto-grants-1976_03
特許番号
US03944632

反応ノート

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