Water → 3-Chloro-o-cresol

HRID 354258

反応式

HRID 354258 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](Cl)[C:3]=1[CH3:9].[OH-].[K+].C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)[O:14]C1.O>C(O)COCCO>[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([OH:14])[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 83682,6-DichlorotolueneHCID 14797Potassium HydroxideHCID 26541Dibenzo-18-crown-6

生成物 1

HCID 148563-Chloro-o-cresol

試薬・触媒・溶媒 1

HCID 8117Diethylene Glycol溶媒

実験手順

16.1 g (0.1 mol) of 2,6-dichlorotoluene, 19.8 g (0.3 mol) of potassium hydroxide (85%) and 0.3 g of dibenzo-18-crown-6 are heated in 30 ml of diethylene glycol at a bath temperature of 190° C. with reflux for 16 hours. The water released during the reaction is distilled off. After cooling, the reaction mixture is stirred with 100 ml of water until a solution is obtained and extracted three times with 50 ml of dichloromethane. The aqueous phase is admixed with 35 ml of 30% hydrochloric acid and extracted three times with 70 ml of dichloromethane. The organic phases are dried and concentrated under reduced pressure. 3-Chloro-2-methylphenol is obtained as a solid (11.5 g, content by HPLC: 97%, 78% of theory).

後処理

  1. temperaturewith reflux for 16 hours
  2. distillationis distilled off
  3. temperatureAfter cooling
  4. customis obtained
  5. extractionextracted three times with 50 ml of dichloromethane
  6. extractionextracted three times with 70 ml of dichloromethane
  7. customThe organic phases are dried
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-47cdf0d64c614343b118c960586e4a29
出典データセット
uspto-grants-2004_06
特許番号
US06756512B2

関連ノート

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