Pyridine → Dimefluthrin

HRID 1597382

반응식

HRID 1597382 반응식
[CH3:1][C:2]([CH3:12])=[CH:3][CH:4]1[CH:6]([C:7](Cl)=[O:8])[C:5]1([CH3:11])[CH3:10].[CH3:13][O:14][CH2:15][C:16]1[C:23]([F:24])=[C:22]([F:25])[C:19]([CH2:20][OH:21])=[C:18]([F:26])[C:17]=1[F:27].N1C=CC=CC=1>O1CCCC1>[CH3:1][C:2]([CH3:12])=[CH:3][CH:4]1[CH:6]([C:7]([O:21][CH2:20][C:19]2[C:18]([F:26])=[C:17]([F:27])[C:16]([CH2:15][O:14][CH3:13])=[C:23]([F:24])[C:22]=2[F:25])=[O:8])[C:5]1([CH3:11])[CH3:10]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 26620(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chlorideHCID 111721164-Methoxymethyl-2,3,5,6-tetrafluorobenzyl alcohol

생성물 1

HCID 213011Dimefluthrin

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3-(2-methyl-1-propenyl)-2,2-dimethylcyclo-propanecarboxylic acid chloride {containing the stereoisomers in a ratio of (1R)-trans form (1R)-cis form: (1S)-trans form: (1S)-cis form=49:1:49:1} is added to a mixture of 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl alcohol, pyridine and tetrahydrofuran under ice-cooling. The resulting mixture is heated to room temperature and stirred at room temperature. The reaction mixture is poured into ice water and extracted with ethyl acetate. The combined ethyl acetate layer is washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resultant residue is subjected to silica gel column chromatography to obtain 4-methoxymethyl-2,3,5,6-tetrafluorobenzyl 3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropane-carboxylate (hereinafter referred to as the present compound 3).

후처리

  1. customform (1R)-cis form
  2. custom(1S)-trans form
  3. temperaturecooling
  4. extractionextracted with ethyl acetate
  5. washThe combined ethyl acetate layer is washed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c82ffe4f0e704298a617bd3f8f2f4229
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294576B1

연결된 노트

불러오는 중…