2-Bromomethyl-4,5-diphenyl-oxazole → Methyl 3-[3-[(4,5-diphenyl-2-oxazolyl)-methoxy]phenyl]propanoate

HRID 257628

反応式

HRID 257628 の反応式
Br[CH2:2][C:3]1[O:4][C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.[OH:20][C:21]1[CH:22]=[C:23]([CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])[CH:24]=[CH:25][CH:26]=1>>[C:8]1([C:6]2[N:7]=[C:3]([CH2:2][O:20][C:21]3[CH:22]=[C:23]([CH2:27][CH2:28][C:29]([O:31][CH3:32])=[O:30])[CH:24]=[CH:25][CH:26]=3)[O:4][C:5]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

3

反応物 2

HCID 5685992-Bromomethyl-4,5-diphenyl-oxazoleHCID 1512675Methyl 3-(3-hydroxyphenyl)propionate

生成物 1

HCID 10070328Methyl 3-[3-[(4,5-diphenyl-2-oxazolyl)-methoxy]phenyl]propanoate収率 833.6%

実験手順

A mixture of 2-bromomethyl-4,5-diphenyloxazole (10.00 g, 3 mmol), methyl 3-(3-hydroxyphenyl)propanoate (5.73 g, 3 mmol) potassium carbonate (4.83 g, 3.5 mmol) potassium iodide (catalytic amount) and acetonetrile (150 mL) was stirred at reflux temperature. After 30 minutes, the mixture was filtered, concentrated in vacuo and the residual oil chromatographed on a column of silica gel. Elution with a mixture of hexanes and diethyl ether (3:1) furnished methyl 3-[3-((4,5-diphenyl-2-oxazolyl)methoxy]phenyl]propanoate (10.34 g, 78%) as an oil. An analytical sample was prepared by subjecting a 4 g sample to chromatography under the conditions described above to furnish pure material as an oil.

後処理

  1. temperatureat reflux temperature
  2. filtrationthe mixture was filtered
  3. concentrationconcentrated in vacuo
  4. customthe residual oil chromatographed on a column of silica gel
  5. washElution
  6. additionwith a mixture of hexanes and diethyl ether (3:1)

出典と根拠

ORDレコード
ord-e370f361ed2a458c9049b70c3aca86eb
出典データセット
uspto-grants-1993_11
特許番号
US05262540

関連ノート

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