Ethyl Acetate → Methyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetate

HRID 257823ノート

反応式

HRID 257823 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[OH:11].Br[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:19][C:20]([O:22][CH3:23])=[O:21].C(OCC)(=O)C>CN(C=O)C>[Cl:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[O:11][CH:19]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:13]=1)[C:20]([O:22][CH3:23])=[O:21]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 148512-Chloro-4-methylphenolHCID 24758Sodium hydrideHCID 8063364Methyl 2-(2-bromophenyl)acetate

生成物 1

HCID 19385673Methyl 2-(2-chloro-4-methylphenoxy)-2-phenylacetate収率 83.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension of 0.282 g (7.04 mmol) of a 60% oil dispersion of sodium hydride in DMF was added 1.00 g (7.04 mmol) of 2-chloro-4-methylphenol and the mixture was stirred under an N2 atmosphere at room temperature. After 10 minutes, a solution of 1.94 g (8.45 mmol) of methyl 2-bromophenylacetate dissolved in 10 mL of DMF was added and the reaction was stirred an additional 1.5 hours. The reaction was then diluted into ethyl acetate, washed with water, dried (MgSO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 4% ethyl acetate/hexane to afford 1.70 g (83%) of the title compound.

後処理

  1. additionwas added
  2. stirringthe reaction was stirred an additional 1.5 hours
  3. washwashed with water
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified on a silica gel flash chromatography column
  8. washeluted with 4% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-cbb280ce13cc491cb9286b2afc3bcc65
出典データセット
uspto-grants-1993_11
特許番号
US05264439

反応ノート

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