Methanol → 2-Fluoro-4-(2-hydroxyethyl)phenol

HRID 920346

反応式

HRID 920346 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10](O)=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].B.CO>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][OH:11])[CH:5]=[CH:6][C:7]=1[OH:8]

参加物

5

反応物 3

HCID 887MethanolHCID 6331BoraneHCID 680143-Fluoro-4-hydroxybenzeneacetic acid

生成物 1

HCID 451190812-Fluoro-4-(2-hydroxyethyl)phenol収率 94.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(3-fluoro-4-hydroxyphenyl)acetic acid (9.8 g, 57.6 mmol) in THF (500 mL) was added dropwise 57.6 mL of borane (10M in Me2S) at room temperature. The reaction mixture was stirred at room temperature for 12 hours. The reaction mixture was added to CH3OH and was concentrated under reduced pressure. The residue was partitioned between EtOAc (800 mL) and water (100 mL). The organic layer was dried and concentrated to dryness to give the title product (8.5 g, 76%).

後処理

  1. concentrationwas concentrated under reduced pressure
  2. customThe residue was partitioned between EtOAc (800 mL) and water (100 mL)
  3. customThe organic layer was dried
  4. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-96fe742a6f6944548b58cbf634560b95
出典データセット
uspto-grants-2016_03
特許番号
US09273054B2

関連ノート

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