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

HRID 20064
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HRID 20064 반응식
[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]
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참가 물질

4

반응물 2

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 27733513-Bromo-4-fluorobenzyl Alcohol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-Bromo-4-fluorobenzaldehyde (0.300 g, 1.48 mmol) was dissolved in methanol (3 mL). Sodium borohydride (0.0671 g, 1.77 mmol) was added. After 3 h, the reaction was quenched with methanol (1 mL), and the mixture was concentrated. The residue was taken up in 2:1 EtOAc-hexane (60 mL). The organic layer was extracted with dilute NaHCO3 (6 mL) then half-saturated brine (6 mL), then was dried over sodium sulfate and concentrated. The material was purified through silica gel (45 mL) using 30% to 40% EtOAc-hexane to afford the title compound.

후처리

  1. customthe reaction was quenched with methanol (1 mL)
  2. concentrationthe mixture was concentrated
  3. extractionThe organic layer was extracted with dilute NaHCO3 (6 mL)
  4. dry with materialhalf-saturated brine (6 mL), then was dried over sodium sulfate
  5. concentrationconcentrated
  6. customThe material was purified through silica gel (45 mL)

출처 및 근거

ORD 기록
ord-16277fcba5274896b29eed960bc7b8e9
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745484B2

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