Hydroquinone → Phenol, 4-(2-methylbutoxy)-

HRID 6313

反応式

HRID 6313 の反応式
[C:1]1([CH3:16])[CH:6]=CC(S(OCC(C)CC)(=O)=O)=[CH:3][CH:2]=1.[C:17]1([CH:24]=[CH:23][C:21]([OH:22])=[CH:20][CH:19]=1)[OH:18].[OH-].[Na+]>O.C(O)CCC>[CH3:6][CH:1]([CH2:2][CH3:3])[CH2:16][O:18][C:17]1[CH:24]=[CH:23][C:21]([OH:22])=[CH:20][CH:19]=1

参加物

6

反応物 3

HCID 785HydroquinoneHCID 14798Sodium HydroxideHCID 3011991-Butanol, 2-methyl-, 1-(4-methylbenzenesulfonate)

生成物 1

HCID 106720Phenol, 4-(2-methylbutoxy)-収率 72%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒2 回HCID 962Water溶媒2 回

反応条件

温度
120 °C

実験手順

Into a n-butanol suspension containing 37 mmol (9.0 g) of 2-methylbutyl p-toluenesulfonate prepared by tosylating S-(-)-2-methylbutanol and 74 mmol (8.2 g) of hydroquinone, added dropwise was a solution of 50 mmol (2.1 g) of sodium hydroxide dissolved in a solvent mixture comprising 3 ml of water and 10 ml of n-butanol, and the obtained mixture was then stirred for 8 hours at 120° C. After addition of water, the reaction solution was extracted with ether, and the extracted solution was dried and concentrated. The resulting concentrate was purified by column chromatography to obtain 4.8 g of the objective ether compound (Yield: 72%).

後処理

  1. customprepared
  2. additionadded dropwise
  3. dissolutiondissolved in a solvent mixture
  4. extractionthe reaction solution was extracted with ether
  5. customthe extracted solution was dried
  6. concentrationconcentrated
  7. concentrationThe resulting concentrate
  8. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-ee68d39c5e5542ca8e4b4663ce20dbb7
出典データセット
uspto-grants-1993_09
特許番号
US05248446

関連ノート

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