4-Methylbenzoyl Chloride → HCID 53783109, 화합물

HRID 1680267노트

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HRID 1680267 반응식
[CH3:1][O:2][C:3]([CH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:14]C)[CH:12]=2)[CH2:7][CH2:6]1)=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>C(Cl)Cl>[CH3:1][O:2][C:3]([CH:5]1[C:13]2[C:8](=[CH:9][C:10]([C:25]([C:24]3[CH:28]=[CH:29][C:21]([CH3:20])=[CH:22][CH:23]=3)=[O:26])=[C:11]([OH:14])[CH:12]=2)[CH2:7][CH2:6]1)=[O:4]

참가 물질

5

반응물 3

HCID 134054-Methylbenzoyl ChlorideHCID 6451240Aluminum(III) ChlorideHCID 14843791Methyl 6-methoxy-2,3-dihydro-1H-indene-1-carboxylate

생성물 1

HCID 53783109HCID 53783109, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 20.6 g of 6-methoxy-indane-1-carboxylic acid methyl ester in a little methylene chloride is first slowly added dropwise, at 0° C. to 10° C., to a suspension of 66.8 g of finely powdered aluminium chloride in 100 ml of methylene chloride, which is being stirred under anhydrous conditions; 46.3 g of p-methylbenzoyl chloride are then added dropwise under such conditions that the reaction mixture boils gently under reflux. After completion of the addition, the mixture is heated to the boil for a further 31/2 hours. It is then allowed to cool to room temperature, poured onto 500 g of ice and extracted with twice 500 ml of methylene chloride. The organic phases are washed until neutral, dried over sodium sulphate and evaporated in vacuo (finally in a high vacuum). The evaporation residue, when crystallised from cold ether-petroleum ether, gives 5-(p-toluoyl)-6-hydroxyindane-1-carboxylic acid methyl ester which after a further crystallisation from ethanol-petroleum ether, melts at 74°-76° C.

후처리

  1. temperatureunder reflux
  2. additionAfter completion of the addition
  3. temperaturethe mixture is heated to the boil for a further 31/2 hours
  4. extractionextracted with twice 500 ml of methylene chloride
  5. washThe organic phases are washed until neutral,
  6. dry with materialdried over sodium sulphate
  7. customevaporated in vacuo (finally in a high vacuum)
  8. customThe evaporation residue, when crystallised from cold ether-petroleum ether

출처 및 근거

ORD 기록
ord-4e17c95330064cfe8d4fe136bd92308e
출처 데이터셋
uspto-grants-1981_06
특허 번호
US04272547

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