Methyl 4-[methoxy(methyl)carbamoyl]benzoate → Methyl 4-butyrylbenzoate

HRID 1914270ノート

反応式

HRID 1914270 の反応式
[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:15]=[CH:14][C:7]([C:8](N(OC)C)=[O:9])=[CH:6][CH:5]=1.[CH2:17]([Mg]Cl)[CH2:18][CH3:19]>C1COCC1>[CH3:1][O:2][C:3](=[O:16])[C:4]1[CH:5]=[CH:6][C:7]([C:8](=[O:9])[CH2:17][CH2:18][CH3:19])=[CH:14][CH:15]=1

参加物

4

反応物 2

HCID 54447022Methyl 4-[methoxy(methyl)carbamoyl]benzoateHCID 178455855HCID 178455855、化合物

生成物 1

HCID 23143286Methyl 4-butyrylbenzoate収率 23.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-methoxy-N-methyl-terephthalamic acid methyl ester (4.56 g, 20.4 mmol) in THF (100 mL) is added PrMgCl (2.0M, 30.6 mmol) at 0° C., the reaction is warmed to room temperature, stirred overnight, quenched by NH4Cl aqueous solution, extracted with ethyl acetate. The combined organic layers are washed with brine, dried over sodium sulfate, concentrate. Column chromatography on silica gel gives the title compound (1 g, 23.7%).

後処理

  1. customquenched by NH4Cl aqueous solution
  2. extractionextracted with ethyl acetate
  3. washThe combined organic layers are washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrate

出典と根拠

ORDレコード
ord-344489e4489d4a84ba0f104678d8005c
出典データセット
uspto-grants-2013_12
特許番号
US08609892B2

反応ノート

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