Dimethyl Sulfate → 3-Bromo-2,5-difluoro-4-methoxybenzaldehyde

HRID 2212595

反応式

HRID 2212595 の反応式
[Br:1][C:2]1[C:3]([F:12])=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1[OH:10])[CH:5]=[O:6].[C:13](=O)([O-])[O-].[K+].[K+].COS(OC)(=O)=O.C(OC(=O)C)C>CN(C=O)C>[Br:1][C:2]1[C:3]([F:12])=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1[O:10][CH3:13])[CH:5]=[O:6]

参加物

6

反応物 4

HCID 6497Dimethyl SulfateHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 21966468HCID 21966468、化合物

生成物 1

HCID 219664313-Bromo-2,5-difluoro-4-methoxybenzaldehyde収率 53,666%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-bromo-2,5-difluoro-4-hydroxybenzaldehyde (48.4 g, 0.193 mmol) in DMF (200 mL) was added potassium carbonate (40.0 g) and dimethylsulfate (27.4 mL). The reaction mixture was stirred at room temperature overnight. The reaction was diluted wit ethylacetate and washed successively with water and brine, dried over magnesium sulfate, filtered and evaporated. The residue was triturated with hexane to afford 26 g of 3-bromo-2,5-difluoro-4-methoxy benzaldehyde. The mother liquor was evaporated and chromatographed on silica gel (0–10% ethyl acetate in hexane) to give 10.86 g of more product. (38% overall yield from 2,5-dinitrophenol).

後処理

  1. washwashed successively with water and brine
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was triturated with hexane

出典と根拠

ORDレコード
ord-c80210c2957f425796ba0b687f48b6f0
出典データセット
uspto-grants-2006_09
特許番号
US07102000B2

関連ノート

読み込み中…