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

HRID 2268838ノート

反応式

HRID 2268838 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 6332Ethyl Bromide触媒HCID 78391,2-Dibromoethane触媒HCID 3283Diethyl Ether溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-3b4205335d89428981fac5a7cfb336b6
出典データセット
uspto-grants-2001_12
特許番号
US06329370B1

反応ノート

読み込み中…