3-Bromo-4-fluorobenzaldehyde → 3-Bromo-4-fluorobenzyl Alcohol

HRID 83875

反応式

HRID 83875 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=1[F:10]

参加物

4

反応物 2

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 27733513-Bromo-4-fluorobenzyl Alcohol収率 105.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 3-bromo-4-fluorobenzaldehyde (50 g, 0.246 mol) in MeOH (500 mL) at 0° C. was added NaBH4 (9.3 g, 0.246 mol) portionwise. After 1 h, the reaction was concentrated in vacuo, diluted with water and extracted with DCM. The combined extracts were dried over MgSO4 and concentrated in vacuo to give (3-bromo-4-fluorophenyl)methanol (53 g). 1H NMR (400 MHz, CDCl3) δ 7.58-7.56 (m, 1H), 7.28-7.25 (m, 1H), 7.09 (t, J=4.4 Hz, 1H), 4.65 (d, J=5.2 Hz, 2H), 1.82 (t, J=5.6 Hz, 1H).

後処理

  1. concentrationthe reaction was concentrated in vacuo
  2. additiondiluted with water
  3. extractionextracted with DCM
  4. dry with materialThe combined extracts were dried over MgSO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b2a16abf2aa14ab0a13e9be03afcba9b
出典データセット
uspto-grants-2014_09
特許番号
US08846739B2

関連ノート

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