10-Undecenamide, N-methoxy-N-methyl- → HCID 53810906、化合物

HRID 128794ノート

反応式

HRID 128794 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]=[CH:9][O:10][CH3:11].C([Li])CCC.CON(C)[C:20](=[O:31])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH2:30]>C1COCC1.CCCCCC>[CH3:11][O:10][CH:9]=[CH:8][C:3]1[CH:4]=[CH:5][C:6]([C:20](=[O:31])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH2:30])=[CH:7][CH:2]=1

参加物

6

反応物 3

HCID 29421610-Undecenamide, N-methoxy-N-methyl-HCID 54035192HCID 54035192、化合物HCID 178418339Butyllithium

生成物 1

HCID 53810906HCID 53810906、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

To a solution of 1-bromo-(2-methoxyethenyl)benzene (2.13 g) in THF (20 ml) at -78° is added dropwise a 2.5M solution of n-butyllithium in hexane (4.2 ml). The temperature is not allowed to rise above -55°. After 90 min, a solution of N-methoxy-N-methyl-10-undecenamide (2.3 g) in THF (5 ml) is added dropwise, and the mixture stirred an additional 60 min at -78°. The mixture is not allowed to warm, but is immediately quenched by the addition of 10% aqueous citric acid. The mixture is extracted with dichloromethane, and the extracts are dried, filtered, and concentrated. The crude product is chromatographed with 1:1 dichloromethanehexane, to provide 1-(4-(2-methoxyethenyl)phenyl)-10-undecen-1-one as a colorless solid.

後処理

  1. customto rise above -55°
  2. temperatureto warm
  3. customis immediately quenched by the addition of 10% aqueous citric acid
  4. extractionThe mixture is extracted with dichloromethane
  5. customthe extracts are dried
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude product is chromatographed with 1:1 dichloromethanehexane

出典と根拠

ORDレコード
ord-c05f9d319c7a4dc6b5b23f58dc5e8edd
出典データセット
uspto-grants-1995_11
特許番号
US05464865

反応ノート

読み込み中…