Water → 3-[p-(3-Chloropropionyl)benzyl]pyridine

HRID 569163노트

반응식

HRID 569163 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][CH2:7][C:8](Cl)=[O:9].Cl.[CH2:12]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.O>C(Cl)Cl>[Cl:5][CH2:6][CH2:7][C:8]([C:16]1[CH:17]=[CH:18][C:13]([CH2:12][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[CH:14][CH:15]=1)=[O:9]

참가 물질

6

반응물 4

HCID 962WaterHCID 693643-Chloropropionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 122105453-Benzylpyridine hydrochloride

생성물 1

HCID 201486373-[p-(3-Chloropropionyl)benzyl]pyridine수율 86.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 15 ml of methylene chloride was suspended 8.1 g of anhydrous aluminum chloride, and 3.0 ml of 3-chloropropionyl chloride was added to the suspension with ice-cooling, after which 5.0 g of 3-benzylpyridine hydrochloride was added in small portions to the resulting mixture over 30 minutes. The resulting mixture was subjected to reaction at room temperature for one hour, and then the reaction mixture was added to 30 ml of iced water. The crystals thus precipitated were collected by filtration, and suspended in a mixture of 50 ml of ethyl acetate and 30 ml of water, after which the resulting suspension was neutralized with sodium hydrogencarbonate with ice-cooling. Insolubles were removed by filtration, and the organic layer of the filtrate was separated, washed with 10 ml of a saturated aqueous sodium chloride solution, and then dried over anhydrous magnesium sulfate, after which the solvent was removed by distillation under reduced pressure to obtain 5.5 g (yield 86.6%) of pale yellow, oily 3-[p-(3-chloropropionyl)benzyl]pyridine.

후처리

  1. additionwas added to the suspension with ice-
  2. temperaturecooling
  3. customThe resulting mixture was subjected to reaction at room temperature for one hour
  4. customThe crystals thus precipitated
  5. filtrationwere collected by filtration
  6. additionsuspended in a mixture of 50 ml of ethyl acetate and 30 ml of water
  7. temperaturecooling
  8. customInsolubles were removed by filtration
  9. customthe organic layer of the filtrate was separated
  10. washwashed with 10 ml of a saturated aqueous sodium chloride solution
  11. dry with materialdried over anhydrous magnesium sulfate
  12. customafter which the solvent was removed by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-f09894232a584e41b2b54586fe417ef3
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731370

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