Bromobenzene → [2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-5-methoxy-phenyl]-phenyl-methanol

HRID 2268838노트

반응식

HRID 2268838 반응식
[Mg].Br[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][C:10]1([CH3:25])[CH2:14][O:13][C:12]([C:15]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:16]=2[CH:17]=[O:18])=[N:11]1>C(OCC)C.C(Br)C.BrCCBr>[CH3:9][C:10]1([CH3:25])[CH2:14][O:13][C:12]([C:15]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:16]=2[CH:17]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[OH:18])=[N:11]1

참가 물질

7

반응물 3

HCID 7961BromobenzeneHCID 5462224MagnesiumHCID 122201362-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-5-methoxy-benzaldehyde

생성물 1

HCID 12856168[2-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-5-methoxy-phenyl]-phenyl-methanol수율 107.8%

시약·촉매·용매 3

HCID 6332Ethyl Bromide촉매HCID 78391,2-Dibromoethane촉매HCID 3283Diethyl Ether용매2회

실험 절차

Magnesium turnings for Grignard (0.12 g, 4.71 mmoles) in ethyl ether (8 ml) were put under N2 and stirring at room temperature. Ethyl bromide (2 drops) and then, slowly, bromobenzene (0.52 ml, 4.93 mmoles) in ethyl ether (10 ml) and 1,2-dibromoethane (2 drops) were added. The temperature arose to reflux and was kept as such for 1 hour. The mixture was treated with 2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-5-methoxy-benzaldehyde (1 g, 4.29 mmoles), prepared as described in example 2, and kept at reflux for a further hour, then cooled, poured into water/ice and extracted more times with ethyl acetate. The organic phases were washed with water, anhydrified and brought to dryness to give 1.44 g of the title compound (yield: 98%).

후처리

  1. temperatureto reflux
  2. customsuch for 1 hour
  3. customprepared
  4. temperatureat reflux for a further hour
  5. temperaturecooled
  6. extractionextracted more times with ethyl acetate
  7. washThe organic phases were washed with water

출처 및 근거

ORD 기록
ord-3b4205335d89428981fac5a7cfb336b6
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329370B1

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