Pyridine → 4-Pentenyl 10-undecenoate

HRID 566693

反応式

HRID 566693 の反応式
C([OH:6])CCC=C.N1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:13](Cl)(=[O:24])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH2:23]>C(Cl)Cl>[C:13]([O:24][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])(=[O:6])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH:22]=[CH2:23]

参加物

5

反応物 3

HCID 1049PyridineHCID 131814-Penten-1-OLHCID 3804210-Undecenoyl chloride

生成物 1

HCID 113797674-Pentenyl 10-undecenoate収率 86.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A flask was charged with 10 g (116 mmol) of 4-pentenol, 200 ml of methylene chloride, 18.33 g (232 mmol) of pyridine and the mixture was ice-cooled. To the mixture was added dropwise 80 ml of a methylene chloride solution containing 23.51 g (116 mmol) of 10-undecenoyl chloride. The resulting mixture was stirred for 30 minutes and then at room temperature for 3 hours. The insoluble substance was filtered. 5% hydrochloric acid was added to the filtrate to separate an organic layer. The organic layer was washed with an aqueous saturated sodium bicarbonate solution and water in this order, followed by drying using magnesium sulfate anhydride. After the drying, a solvent was distilled and the residue was subjected to vacuum distillation (121-123° C./2 mmHg) to obtain 25.3 g of an object material in a yield of 86.4%.

後処理

  1. temperaturecooled
  2. waitat room temperature for 3 hours
  3. filtrationThe insoluble substance was filtered
  4. addition5% hydrochloric acid was added to the filtrate
  5. customto separate an organic layer
  6. washThe organic layer was washed with an aqueous saturated sodium bicarbonate solution and water in this order
  7. customby drying
  8. distillationAfter the drying, a solvent was distilled
  9. distillationthe residue was subjected to vacuum distillation (121-123° C./2 mmHg)

出典と根拠

ORDレコード
ord-34efa67d723c4bef8fb4d82fd5016c76
出典データセット
uspto-grants-2001_01
特許番号
US06175047B1

関連ノート

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