Triisopropyl borate → 2-(2-Methoxyethyl)phenylboronic acid

HRID 2194885ノート

反応式

HRID 2194885 の反応式
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1Br.C([Li])CCC.C([O:20][B:21](OC(C)C)[O:22]C(C)C)(C)C>C1COCC1>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[B:21]([OH:22])[OH:20]

参加物

5

反応条件

温度
-78 °C

実験手順

To a solution of 2-(2-bromophenyl)ethyl methyl ether (V.2; 1 eq.) in THF (0.16M) at −78° C. was added n-butyllithium (2.5M; 1.1 eq.). The reaction mixture was stirred for 1 h at −78° C. then tri-iso-propylborate (1.2 eq.) was added and the final mixture was allowed to warm slowly to room temperature and stirred for 1 h. The reaction was quenched with the addition of aqueous HCl (1N) and extracted with EtOAc. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated to afford the desired material as a foam which was used as such.

後処理

  1. temperatureto warm slowly to room temperature
  2. stirringstirred for 1 h
  3. customThe reaction was quenched with the addition of aqueous HCl (1N)
  4. extractionextracted with EtOAc
  5. extractionThe organic extract
  6. washwas washed with brine
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-db85cea7e1664d38b59e2ba904e6f4d2
出典データセット
uspto-grants-2012_12
特許番号
US08334308B2

反応ノート

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