3-Chlorotoluene → 3-Methylbenzoic acid

HRID 1613965

반응식

HRID 1613965 반응식
Cl[C:2]1[CH:3]=[C:4]([CH3:8])[CH:5]=[CH:6][CH:7]=1.C1(P(C(C)C(P(C2C=CC=CC=2)C2C=CC=CC=2)C)C2C=CC=CC=2)C=CC=CC=1.[C:39](=[O:42])([O-])[O-:40].[K+].[K+].[C]=O>[Pd](Cl)Cl.O>[CH3:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[C:39]([OH:40])=[O:42]

참가 물질

7

반응물 4

HCID 79313-ChlorotolueneHCID 11430Potassium CarbonateHCID 3882352ChiraphosHCID 178418416HCID 178418416, 화합물2회

생성물 1

HCID 74183-Methylbenzoic acid수율 40.4%

시약·촉매·용매 2

HCID 24290Palladium Chloride촉매HCID 962Water용매

반응 조건

온도
210 °C

실험 절차

In an autoclave made of metal were placed 2.53 g of meta-chlorotoluene, 35.5 mg of palladium chloride, 426 mg of bisdiphenylphosphinobutane and 3.04 g of potassium carbonate. The air in the autoclave was replaced with carbon monoxide introduced thereinto in several times, after which carbon monoxide was further introduced to adjust its pressure therein to 50 kg/cm2. The reaction was carried out with stirring for 3 hours on a salt bath at a bath temperature of 210° C. After completion of the reaction, the reaction mixture was cooled to room temperature and water was added. The aqueous layer was separated, after which acid was added thereto and the deposited crystals were collected by filtration and dried. Thus, 1.10 g of the desired compound meta-methylbenzoic acid was obtained.

후처리

  1. additionintroduced
  2. customAfter completion of the reaction
  3. temperaturethe reaction mixture was cooled to room temperature
  4. customThe aqueous layer was separated
  5. additionafter which acid was added
  6. filtrationthe deposited crystals were collected by filtration
  7. customdried

출처 및 근거

ORD 기록
ord-e7ccfce3583a4ef0b88e074ed87bb250
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194631

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