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

HRID 920346

반응식

HRID 920346 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 451190812-Fluoro-4-(2-hydroxyethyl)phenol수율 94.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-96fe742a6f6944548b58cbf634560b95
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273054B2

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