Water → 4-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene

HRID 1872408

반응식

HRID 1872408 반응식
[Cl-].[Br:2][C:3]1[CH:11]=[CH:10][C:6]([CH:7]=[N:8][OH:9])=[CH:5][CH:4]=1.[CH2:12]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]#[CH:25])=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH3:16].C(N(CC)CC)C.O>O1CCCC1>[CH2:12]([O:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[O:9][N:8]=[C:7]([C:6]3[CH:10]=[CH:11][C:3]([Br:2])=[CH:4][CH:5]=3)[CH:25]=2)=[CH:20][CH:19]=1)[CH2:13][CH2:14][CH2:15][CH3:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 27751191-Eth-1-ynyl-4-(pentyloxy)benzeneHCID 737528934-Bromobenzaldehyde oxime chloride

생성물 1

HCID 211823474-[5-(4-n-Pentyloxyphenyl)isoxazol-3-yl]bromobenzene수율 55.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
40 °C

실험 절차

To a solution of 4-bromobenzaldehyde oxime chloride (647 mg) and 4-n-pentyloxy-phenylacetylene (650 mg) in tetrahydrofuran (7 ml) was added triethylamine (0.5 ml) in tetrahydrofuran (5 ml) dropwise at 40° C. The solution was stirred at 40° C. for 30 minutes, poured into water and extracted with ethyl acetate. The organic layer was washed with H2O, brine and dried over magnesium sulfate. The solvents were removed under reduced pressure and the residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-(4-n-pentyloxyphenyl)isoxazol-3-yl]bromobenzene (0.59 g).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with H2O, brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvents were removed under reduced pressure
  5. customthe residue was triturated with acetonitrile
  6. filtrationThe precipitate was collected by filtration
  7. customdried

출처 및 근거

ORD 기록
ord-2dbae69dec4941e5ae28c523f32aeed9
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107458

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