2-Bromoanisole → (2-Methoxyphenyl)boric acid

HRID 895618

反応式

HRID 895618 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].[Mg].[B:11]([O:22]CCCC)([O:17]CCCC)[O:12]CCCC.[Cl-].[NH4+]>O1CCCC1>[CH3:9][O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:12][B:11]([OH:22])[OH:17]

参加物

6

反応物 4

HCID 113582-BromoanisoleHCID 12712Tributyl borateHCID 25517Ammonium ChlorideHCID 5462224Magnesium

生成物 1

HCID 21940032(2-Methoxyphenyl)boric acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

A solution of 2-bromoanisole (0.25 ml) dissolved in tetrahydrofuran (5 ml) was added with magnesium (48.6 mg) and stirred at 60° C. for 1 hour to prepare a Grignard reagent. This solution was cooled to −78° C., added with a solution of tributyl borate (0.65 ml) dissolved in tetrahydrofuran (5 ml) and gradually warmed to room temperature with stirring for 20 hours. The reaction mixture was added with saturated aqueous ammonium chloride (10 ml) with ice cooling, stirred for 10 minutes and then extracted twice with ether (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure to obtain (2-methoxyphenyl)boric acid.

後処理

  1. temperatureThis solution was cooled to −78° C.
  2. temperaturegradually warmed to room temperature
  3. stirringwith stirring for 20 hours
  4. stirringstirred for 10 minutes
  5. extractionextracted twice with ether (10 ml)
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-5fd5dc292f2c4bb09f607380a95c7a9d
出典データセット
uspto-grants-2005_07
特許番号
US06916822B2

関連ノート

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