2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide → 3,4-Dimethoxy-2-phenylacetophenone

HRID 924933ノート

反応式

HRID 924933 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12](N(OC)C)=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:18]1([Mg]Br)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

4

反応物 2

HCID 112186512-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamideHCID 178418255HCID 178418255、化合物

生成物 1

HCID 123366833,4-Dimethoxy-2-phenylacetophenone収率 61%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Under N2, to a mixture of 2-(3,4-dimethoxyphenyl)-N-methoxy-N-methylacetamide (200 mg, 0.84 mmol) in anhydrous THF was added phenylmagnesium bromide (2.1 mL, 2.1 mmol) at −78° C., and the mixture was stirred for 2 hours. When TLC indicated that the start material was consumed, the reaction mixture was diluted with EtOAc, washed with water and brine, concentrated, and purified by column chromatography (PE:EtOAc=20:1) to give Intermediate 7 (130 mg, yield 61%).

後処理

  1. customwas consumed
  2. additionthe reaction mixture was diluted with EtOAc
  3. washwashed with water and brine
  4. concentrationconcentrated
  5. custompurified by column chromatography (PE:EtOAc=20:1)

出典と根拠

ORDレコード
ord-8f961ddfd4a642818d6d7829cafa0a33
出典データセット
uspto-grants-2016_03
特許番号
US09283229B2

反応ノート

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