Sodium Carbonate → 4-{2-[4-(t-Butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazol-4-yl]ethyl}-biphenyl-4-carbaldehyde

HRID 1375924노트

반응식

HRID 1375924 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2([CH2:16][O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])[CH2:14][O:13][C:12]([CH3:15])=[N:11]2)=[CH:4][CH:3]=1.[C:25]([O-:28])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.CCO.O.CCOC(C)=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Si:18]([O:17][CH2:16][C:10]1([CH2:9][CH2:8][C:5]2([CH:25]=[O:28])[CH:6]=[CH:7][C:2]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:3][CH2:4]2)[CH2:14][O:13][C:12]([CH3:15])=[N:11]1)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]

참가 물질

8

반응물 2

HCID 10340Sodium CarbonateHCID 69430585HCID 69430585, 화합물

생성물 1

HCID 1317262224-{2-[4-(t-Butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazol-4-yl]ethyl}-biphenyl-4-carbaldehyde

시약·촉매·용매 5

HCID 178418397HCID 178418397, 화합물촉매HCID 702Ethanol용매HCID 962Water용매2회HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

The mixture of 4-[2-(4-bromophenyl)ethyl]-4-(t-butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazole (2 mmol), 4-fomylphenylboronic acid (2.4 mmol), Pd(PPh3)4 (0.2 mmol) and Na2CO3 (9.6 mmol) in toluene (5 mL), EtOH (1.5 mL) and H2O (5 mL) is stirred at 90° C. for 5 h. It is diluted with H2O (15 mL) and EtOAc (15 mL) and the organic phase is washed with brine and dried over Na2SO4. After concentration, the crude product is purified by column chromatography using EtOAc/hexane (1/4) to give the desired product as a white solid. MS: (ES+): 438.2 (M+1)+.

후처리

  1. washthe organic phase is washed with brine
  2. dry with materialdried over Na2SO4
  3. concentrationAfter concentration
  4. customthe crude product is purified by column chromatography

출처 및 근거

ORD 기록
ord-e8980b17e19044bab5848ac7399bd71e
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07169817B2

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