Hydrogen Bromide → 7-[2-(N-Dodecyl-N-methylamino)ethoxy]-3,4dihydro-2-(trifluoromethyl)-2H-1-benzopyran-2-ol

HRID 1383903노트

반응식

HRID 1383903 반응식
[CH2:1]([N:13]([CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26](=[O:31])[C:27]([F:30])([F:29])[F:28])=[C:20]([O:32]C)[CH:19]=1)[CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].Br>O>[CH2:1]([N:13]([CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]2[CH2:24][CH2:25][C:26]([C:27]([F:30])([F:29])[F:28])([OH:31])[O:32][C:20]=2[CH:19]=1)[CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 183190324-[4-[2-(N-Dodecyl-N-methylamino)ethoxy]-2-methoxyphenyl]-1,1,1-trifluoro-2-butanone

생성물 1

HCID 211888567-[2-(N-Dodecyl-N-methylamino)ethoxy]-3,4dihydro-2-(trifluoromethyl)-2H-1-benzopyran-2-ol수율 40%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 4-[4-[2-(N-dodecyl-N-methylamino)ethoxy]-2-methoxyphenyl]-1,1,1-trifluoro-2-butanone (157 mg, 0.33 mmol) and hydrobromic acid (47%, 3 ml) was refluxed for 3.5 h. After cooling to r.t., the mixture was diluted with water, extracted with dichloromethane. The organic layer was washed with sat. sodium bicarbonate, brine, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel (ethyl acetate/acetone 3:1) to afford the title compound (60 mg, 40%) as a clear oil.

후처리

  1. temperaturewas refluxed for 3.5 h
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with sat. sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silica gel (ethyl acetate/acetone 3:1)

출처 및 근거

ORD 기록
ord-520c9a1e3c7747cfb54745ab0547959a
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255496B1

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