3-Methylpyridine → 1-Dodec-9-ynyl-3-methyl-pyridinium bromide

HRID 84327

반응식

HRID 84327 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][CH2:12][CH3:13].[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=1>C(#N)C>[Br-:1].[CH2:2]([N+:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]#[C:11][CH2:12][CH3:13]

참가 물질

4

반응물 2

HCID 79703-MethylpyridineHCID 5931635312-Bromo-dodec-3-yne

생성물 1

HCID 247812581-Dodec-9-ynyl-3-methyl-pyridinium bromide수율 70%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

12-Bromo-dodec-3-yne (1 mmol) was added to a solution of 3-picoline (3 mmol) in acetonitrile, and the solution was refluxed for 24 hours. The acetonitrile was removed in a vacuum, and the resulting residue was partitioned between ether and water. The aqueous layer was washed extensively with ether until no picoline was left in the aqueous layer. The resulting aqueous solution of the product was extracted with chloroform. The chloroform was removed to afford the product (70%). 1HNMR (300 MHz, CDCl3, ppm), 9.42 (s, 1H), 9.24 (d, 1H), 8.24 (d, 1H), 8.00 (dd, 1H), 4.95 (t, 2H), 2.62 (s, 3H), 1.95-2.2 (m, 6H), 1.23-1.45 (br, 10H), 1.1 (t, 3H); 13CNMR, 145.29, 144.24, 141.98, 139.42, 127.51, 81.57, 79.26, 61.83, 31.90, 28.95, 28.92, 28.82, 28.62, 26.02, 18.72, 18.63, 14.38, 12.40.

후처리

  1. temperaturethe solution was refluxed for 24 hours
  2. customThe acetonitrile was removed in a vacuum
  3. customthe resulting residue was partitioned between ether and water
  4. washThe aqueous layer was washed extensively with ether until no picoline
  5. waitwas left in the aqueous layer
  6. extractionThe resulting aqueous solution of the product was extracted with chloroform
  7. customThe chloroform was removed

출처 및 근거

ORD 기록
ord-f4e42b7b9f6747d1b56a0f7602d117c6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846937B2

연결된 노트

불러오는 중…