Acetone cardice → HCID 22388180, 화합물

HRID 1072787노트

반응식

HRID 1072787 반응식
[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[O:17][CH2:18][C:19]([CH3:22])([CH3:21])[N:20]=3)=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]1[P:23]([O:27][CH3:28])([O:25][CH3:26])=[O:24])=[O:5])[CH3:2].CCCCCC.C([Li])CCC.C(=O)=O.CC(C)=O.I[CH2:48][C:49]1[CH:54]=[CH:53][C:52]([C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)=[CH:51][CH:50]=1>C1COCC1.O>[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[O:17][CH2:18][C:19]([CH3:21])([CH3:22])[N:20]=3)=[CH:13][CH:14]=2)[C:9]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([C:55]3[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=3)=[CH:51][CH:50]=2)=[CH:8][CH:7]1[P:23]([O:25][CH3:26])([O:27][CH3:28])=[O:24])=[O:5])[CH3:2]

참가 물질

7

반응물 4

HCID 18522661Acetone cardice2회HCID 219099744-(Iodomethyl)biphenylHCID 22388237HCID 22388237, 화합물HCID 178418244HCID 178418244, 화합물

생성물 1

HCID 22388180HCID 22388180, 화합물수율 56.2%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

1-Ethoxycarbonyl-6-(4,5-dihydro-4,4-dimethyloxazol-2-yl)-2-dimethoxyphosphoryl-1,2-dihydroquinoline (934 mg) was dissolved in THF (10 ml), and a 1.6 M n-butyllithiumhexane solution (1.8 ml) was added under cooling with dry ice-acetone. The mixture was stirred for 1 hr at the same temperature. 4-(Iodomethyl)biphenyl (740 mg, 2.52 mmol) was added under cooling with dry ice-acetone, and the mixture was stirred at −20° C. for 1 hr and at 0° C. for 1 hr. Then, water was added, and the mixture was stirred for 0.5 hr at room temperature and extracted three times with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate, ethyl acetate/methanol=20/1) to give the objective compound (738 mg) as a yellow powder.

후처리

  1. stirringthe mixture was stirred at −20° C. for 1 hr and at 0° C. for 1 hr
  2. stirringthe mixture was stirred for 0.5 hr at room temperature
  3. extractionextracted three times with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate, ethyl acetate/methanol=20/1)

출처 및 근거

ORD 기록
ord-23fbf08b273941c9874c1e0964b65e21
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911469B2

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