Carbon Dioxide → 5-(tert-Butyl)-4-hydroxy-m-toluic acid

HRID 54624

反応式

HRID 54624 の反応式
[H-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH3:13])[C:8]=1[OH:14])([CH3:6])([CH3:5])[CH3:4].[C:15](=[O:17])=[O:16]>COCCOC>[C:3]([C:7]1[CH:12]=[C:11]([CH:10]=[C:9]([CH3:13])[C:8]=1[OH:14])[C:15]([OH:17])=[O:16])([CH3:6])([CH3:5])[CH3:4]

参加物

5

反応物 3

HCID 280Carbon DioxideHCID 166782-tert-Butyl-6-methylphenolHCID 24758Sodium hydride

生成物 1

HCID 44018175-(tert-Butyl)-4-hydroxy-m-toluic acid

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒2 回

反応条件

温度
5 °C

実験手順

Charge a reaction vessel with a suspension of sodium hydride (4.74 g, 0.198 mol) in anhydrous ethylene glycol dimethyl ether (150 mL). Add, by dropwise addition, a solution of 2-t-butyl-6-methylphenol (0.1 mol) in ethylene glycol dimethyl ether (150 mL). Warm to 50°-60° C. for 1.5 hours then introduce carbon dioxide through a gas-disparging tube below the surface of the reaction mixture for 20 hours. Cool to 5° C. and destroy the excess sodium hydride carefully with methyl alcohol (30 mL). After hydrogen evolution ceases, adjust the pH of the reaction mixture to 2 with 1N hydrochloric acid. Dilute with water (1.6 L) and collect the title compound by filtration.

後処理

  1. additionCharge a reaction vessel
  2. additionAdd, by dropwise addition
  3. temperatureWarm to 50°-60° C. for 1.5 hours
  4. customdestroy the excess sodium hydride carefully with methyl alcohol (30 mL)
  5. additionDilute with water (1.6 L)
  6. customcollect the title compound
  7. filtrationby filtration

出典と根拠

ORDレコード
ord-0c763212f9e843d4bd79943b18d2f9e2
出典データセット
uspto-grants-1997_04
特許番号
US05623052

関連ノート

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