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

HRID 1502073ノート

反応式

HRID 1502073 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-034cdd84f10f43d5b1f09f17125f0487
出典データセット
uspto-grants-2015_12
特許番号
US09206199B2

反応ノート

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