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Triethylamine → 4-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester

HRID 1816689
노트
인쇄 미리보기

반응식

HRID 1816689 반응식
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11](Cl)=[N:12][OH:13])=[CH:7][CH:6]=1)=[O:4].[C:15]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])=[CH:19][CH:18]=1)#[CH:16].C(N(CC)CC)C>O1CCCC1.ClCCl>[CH3:1][O:2][C:3](=[O:4])[C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][O:30][CH3:31])=[CH:19][CH:18]=3)[O:13][N:12]=2)=[CH:7][CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 224946961-Ethynyl-4-(6-methoxyhexyloxy)benzeneHCID 73989494alpha-Chloro-4-methoxycarbonylbenzaldoxime

생성물 1

HCID 543928284-[5-[4-(6-Methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester수율 73.3%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8028
Tetrahydrofuran
용매
2회

반응 조건

온도
40 °C

실험 절차

To a solution of 4-methoxycarbonylphenylhydroxyiminomethyl chloride (975 mg) and 1-ethynyl-4-(6-methoxyhexyloxy)benzene (1.06 g) in tetrahydrofuran (10 ml) was added triethylamine (0.83 ml) in tetrahydrofuran (10 ml) over a period of 30 minutes at 40° C., and the mixture was stirred at 40° C. for 3 hours and 30 minutes. The mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over magnesium sulfate and evaporated under reduced pressure. The residue was triturated with acetonitrile. The precipitate was collected by filtration and dried to give 4-[5-[4-(6-methoxyhexyloxy)phenyl]isoxazol-3-yl]benzoic acid methyl ester (1.37 g).

후처리

  1. washwashed with water and brine
  2. dry with materialThe separated organic layer was dried over magnesium sulfate
  3. customevaporated under reduced pressure
  4. customThe residue was triturated with acetonitrile
  5. filtrationThe precipitate was collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-5e230c76fefc4caa8c269cf774251b70
출처 데이터셋
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06884868B1

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