3-Bromo-2-fluorobenzaldehyde → (3-Bromo-2-fluorophenyl)(phenyl)methanol

HRID 593721

反応式

HRID 593721 の反応式
[Br:1][C:2]1[C:3]([F:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[C:11]1([Mg]Br)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1COCC1>[Br:1][C:2]1[C:3]([F:10])=[C:4]([CH:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:6])[CH:7]=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 220193613-Bromo-2-fluorobenzaldehydeHCID 178418255HCID 178418255、化合物

生成物 1

HCID 71743205(3-Bromo-2-fluorophenyl)(phenyl)methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution of 3-bromo-2-fluorobenzaldehyde (0.150 g, 0.739 mmol) in THF (3.21 mL) cooled to −78° C. was added phenylmagnesium bromide (0.887 mL, 0.887 mmol). The reaction mixture was maintained at −78° C. for at least 1 hr and then allowed to warm to room temperature slowly over 3 hr. The reaction was quenched with a saturated aqueous solution of NH4Cl. The reaction mixture was diluted with CH2Cl2 and the layers were separated. The aqueous phase was extracted twice with CH2Cl2. The organic layers were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound as a colorless residue.

後処理

  1. temperatureto warm to room temperature slowly over 3 hr
  2. customThe reaction was quenched with a saturated aqueous solution of NH4Cl
  3. additionThe reaction mixture was diluted with CH2Cl2
  4. customthe layers were separated
  5. extractionThe aqueous phase was extracted twice with CH2Cl2
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-32a24a7b571145808c77e56cb979c56b
出典データセット
uspto-grants-2016_01
特許番号
US09242967B2

関連ノート

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