Methanol → 4-Bromo-2-fluoro-6-methoxybenzonitrile

HRID 1502073노트

반응식

HRID 1502073 반응식
[CH3:1][OH:2].[Br:3][C:4]1[CH:11]=[C:10](F)[C:7]([C:8]#[N:9])=[C:6]([F:13])[CH:5]=1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1.[Cl-].[Na+].O>[Br:3][C:4]1[CH:11]=[C:10]([O:2][CH3:1])[C:7]([C:8]#[N:9])=[C:6]([F:13])[CH:5]=1

참가 물질

6

반응물 3

HCID 887MethanolHCID 2724254Sodium bis(trimethylsilyl)amideHCID 27569164-Bromo-2,6-difluorobenzonitrile

생성물 1

HCID 574422094-Bromo-2-fluoro-6-methoxybenzonitrile

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 57417360Sodium chloride; water용매

실험 절차

To methanol (0.28 mL, 6.9 mmol) and 4-bromo-2,6-difluorobenzonitrile (1500 mg, 6.88 mmol) in THF (34 mL) was added NaHMDS (6.88 mL, 1.0 M in THF, 6.88 mmol) at 0° C. The reaction mixture was stirred at rt overnight, and diluted with brine, extracted with EtOAc. The organic layer was dried, and evaporated. The crude product was purified by column chromatography (0-30% EtOAc/Hex) to give 4-bromo-2-fluoro-6-methoxybenzonitrile.

후처리

  1. extractionextracted with EtOAc
  2. customThe organic layer was dried
  3. customevaporated
  4. customThe crude product was purified by column chromatography (0-30% EtOAc/Hex)

출처 및 근거

ORD 기록
ord-034cdd84f10f43d5b1f09f17125f0487
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206199B2

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