Sulfuric Acid → 1-ethylcyclohexyl methacrylate

HRID 2308029ノート

反応式

HRID 2308029 の反応式
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].S(=O)(=O)(O)O.[CH2:12]([C:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=1)[CH3:13].[OH-].[Na+]>C1(C)C=CC=CC=1>[C:1]([O:6][C:14]1([CH2:12][CH3:13])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)(=[O:5])[C:2]([CH3:4])=[CH2:3]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 4093Methacrylic AcidHCID 14798Sodium HydroxideHCID 739371-Ethylcyclohexene2 回

生成物 1

HCID 113675911-ethylcyclohexyl methacrylate収率 69.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

反応条件

温度
30 °C

実験手順

A 500 ml flask was flushed with nitrogen to displace the air with nitrogen, and was charged with 43.0 g (0.5 mol) of methacrylic acid, 0.5 g (5 mmol) of sulfuric acid and 100 g of toluene. Separately 110.2 g (1.0 mol) of 1-ethylcyclohexene, prepared by the same procedures as described in Reference Example 3, was dissolved in 100 g of toluene. The obtained solution of 1-ethylcyclohexene in toluene was dropwise added to the content in the flask over a period of about 3 hours, while the content was maintained at a reaction temperature of about 30° C. Then the content was stirred for 15 hours at the same temperature. After completion of the reaction, the residual catalyst was neutralized by adding 40.0 g (50 mmol) of a 5% aqueous sodium hydroxide solution, and the neutralized liquid was washed with an aqueous saturated sodium chloride solution. The thus-obtained organic phase was subjected to column chromatography, and further, analyzed by NMR and mass spectrometry. Thus, 68.6 g (yield: 69.9%) of the object 1-ethylcyclohexyl methacrylate was obtained.

後処理

  1. customA 500 ml flask was flushed with nitrogen
  2. customAfter completion of the reaction
  3. washthe neutralized liquid was washed with an aqueous saturated sodium chloride solution

出典と根拠

ORDレコード
ord-4cf8a06265904f65b5aaa52426c8fc81
出典データセット
uspto-grants-2004_12
特許番号
US06833462B2

反応ノート

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