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

HRID 986444

反応式

HRID 986444 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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 hydrogen-carbonate 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.

後処理

  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

出典と根拠

ORDレコード
ord-c987ac0eb19b4ecdbc4ba79814afb32b
出典データセット
uspto-grants-1987_12
特許番号
US04713387

関連ノート

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