Water → 3-Chloro-o-cresol

HRID 354258

반응식

HRID 354258 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 148563-Chloro-o-cresol

시약·촉매·용매 1

HCID 8117Diethylene Glycol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-47cdf0d64c614343b118c960586e4a29
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756512B2

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