Hydrochloric Acid → Methyl 4-fluoro-2-(methoxymethoxy)benzoate

HRID 73319

反応式

HRID 73319 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:11])[CH:3]=1.[H-].[Na+].Cl[CH2:15][O:16][CH3:17].Cl.[CH3:19]N(C)C=O>>[CH3:19][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([F:1])=[CH:3][C:4]=1[O:11][CH2:15][O:16][CH3:17]

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 7864Chloromethyl Methyl EtherHCID 24758Sodium hydrideHCID 676614-Fluorosalicylic acid

生成物 1

HCID 58437341Methyl 4-fluoro-2-(methoxymethoxy)benzoate

実験手順

To a solution of 4-fluoro-2-hydroxybenzoic acid (3.0 g) in N,N-dimethylformamide (5 mL) were added sodium hydride (60% 1.0 g) and (chloromethyl)methyl ether (2.1 g) at room temperature, and this mixture was stirred for 48 hours at the same temperature. This reaction mixture was poured into 2 mol/L hydrochloric acid and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.22 g).

後処理

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-634103d164394d749f715694d9554186
出典データセット
uspto-grants-2014_09
特許番号
US08829040B2

関連ノート

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