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

HRID 6319

反応式

HRID 6319 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 of 3 ml of water and 10 ml of n-butanol. After conclusion of the dropping, the 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 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. extractionthe reaction solution was extracted with ether
  4. customthe extracted solution was dried
  5. concentrationconcentrated
  6. customThe concentrate was purified by column chromatography
  7. customto obtain 4.8 g of the objective ether compound

出典と根拠

ORDレコード
ord-b4667a9cf3b446bd948f6814dceebf7a
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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