Pyridine → 4-Pentenyl 10-undecenoate

HRID 428815

반응식

HRID 428815 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 113797674-Pentenyl 10-undecenoate수율 86.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-44fab44564bd4ff0b2f32a6c0338179a
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313365B1

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