3-Bromo-2-fluorobenzaldehyde → (3-Bromo-2-fluorophenyl)(4-fluorophenyl)methanol

HRID 593722ノート

反応式

HRID 593722 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].[F:11][C:12]1[CH:17]=[CH:16][C:15]([Mg]Br)=[CH:14][CH:13]=1>C1COCC1>[Br:1][C:2]1[C:3]([F:10])=[C:4]([CH:5]([C:15]2[CH:16]=[CH:17][C:12]([F:11])=[CH:13][CH:14]=2)[OH:6])[CH:7]=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 220193613-Bromo-2-fluorobenzaldehydeHCID 178418676HCID 178418676、化合物

生成物 1

HCID 86730390(3-Bromo-2-fluorophenyl)(4-fluorophenyl)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 (4-fluorophenyl)magnesium bromide (0.443 mL, 0.887 mmol). The reaction mixture was maintained at −78° C. for at least 1 hr, then allowed to warm to room temperature slowly over 2 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 with CH2Cl2 (2×). Organics were combined, dried over Na2SO4, filtered, and concentrated to afford the title compound as a yellow residue.

後処理

  1. temperatureto warm to room temperature slowly over 2 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 with CH2Cl2 (2×)
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-c9632efbb6ef4d2c994b06af3aa332dc
出典データセット
uspto-grants-2016_01
特許番号
US09242967B2

反応ノート

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