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

HRID 327323ノート

反応式

HRID 327323 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 (4.74g, 0.198mol) in anhydrous ethylene glycol dimethyl ether (150mL). Add, by dropwise addition, a solution of 2-t-butyl-6-methylphenol (0.1 mol) in ethylene glycol dimethyl ether (150mL). 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 (30mL). After hydrogen evolution ceases, adjust the pH of the reaction mixture to 2 with 1N hydrochloric acid. Dilute with water (1.6L) 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 (30mL)
  5. additionDilute with water (1.6L)
  6. customcollect the title compound
  7. filtrationby filtration

出典と根拠

ORDレコード
ord-2fba96260db149349d9b7e5f1c31b7e2
出典データセット
uspto-grants-1993_12
特許番号
US05272252

反応ノート

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