2-(Benzyl-methyl-amino)-N-methoxy-N-methy-acetamide → 1-(Benzyl-methyl-amino)-4-phenyl-butan-2-one

HRID 480244ノート

反応式

HRID 480244 の反応式
[CH2:1]([N:8]([CH3:16])[CH2:9][C:10](N(OC)C)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17]([Mg]Cl)[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1COCC1>[CH2:1]([N:8]([CH3:16])[CH2:9][C:10](=[O:11])[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 187689882-(Benzyl-methyl-amino)-N-methoxy-N-methy-acetamideHCID 178418865HCID 178418865、化合物

生成物 1

HCID 187689821-(Benzyl-methyl-amino)-4-phenyl-butan-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

2-(Benzyl-methyl-amino)-N-methoxy-N-methyl-acetamide (2.0 g, 9.0 mmol, 1.0 equiv) was dissolved in 30 mL of dry THF under argon. The solution was cooled to −78° C. and a 1 M solution of phenethyl magnesium chloride (12.6 mL, 12.6 mmol, 1.4 equiv) was added dropwise of a period of 1 min. The resulting mixture was stirred at −78° C. for 3 h, warmed to 0° C. for 20 min and recooled to −78° C. at which time the reaction was quenched by the addition of 5 mL of saturated sodium bicarbonate. The reaction solution was diluted with 200 mL of EtOAc and 200 mL of water. The layers were separated and the organic layer was dried over Na2SO4, decanted and concentrated to an oil (2.4 g, ˜100%) which was used without further purification; MS, m/z 268=M+1.

後処理

  1. temperaturewarmed to 0° C. for 20 min
  2. customrecooled to −78° C. at which time
  3. customwas quenched by the addition of 5 mL of saturated sodium bicarbonate
  4. additionThe reaction solution was diluted with 200 mL of EtOAc and 200 mL of water
  5. customThe layers were separated
  6. dry with materialthe organic layer was dried over Na2SO4
  7. customdecanted
  8. concentrationconcentrated to an oil (2.4 g, ˜100%) which
  9. customwas used without further purification

出典と根拠

ORDレコード
ord-94ef2053d045457f81242c610e866cd6
出典データセット
uspto-grants-2003_11
特許番号
US06649642B2

反応ノート

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