2-(Phenylmethylene)octanal → 2-(3-Hexyl-2-hydroxy-4-phenyl-3-buten-1-yl)-3-methylpyrazine

HRID 1587488ノート

反応式

HRID 1587488 の反応式
C([N-]C(C)C)(C)C.[Li+].[CH3:9][C:10]1[C:15]([CH3:16])=[N:14][CH:13]=[CH:12][N:11]=1.[CH2:17]([C:23](=[CH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH:24]=[O:25])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>O1CCCC1>[CH2:17]([C:23](=[CH:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[CH:24]([OH:25])[CH2:9][C:10]1[C:15]([CH3:16])=[N:14][CH:13]=[CH:12][N:11]=1)[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

参加物

5

反応物 3

HCID 75852-(Phenylmethylene)octanalHCID 222012,3-DimethylpyrazineHCID 2724682Lithium diisopropylamide

生成物 1

HCID 541895772-(3-Hexyl-2-hydroxy-4-phenyl-3-buten-1-yl)-3-methylpyrazine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

To a solution of lithium diisopropylamide (1.5 Molar, 73.3 mL, 0.11 mole) in 150 mL of tetrahydrofuran at -78° C. is added slowly to a solution of 2,3-dimethylpyrazine (10.8 g, 0.1 mole) in 100 mL of tetrahydrofuran. The mixture is allowed to warm to room temperature and then cooled to -78° C. A solution of α-hexylcinnamaldehyde (23.7 g, 0.11 mole) in 100 mL of tetrahydrofuran is added dropwise over 15 minutes. The reaction product mixture is then worked up according to the procedures of Example I to provide the title compound.

後処理

  1. temperaturecooled to -78° C

出典と根拠

ORDレコード
ord-afefe892eb824622989d83c3de84dc9d
出典データセット
uspto-grants-1993_06
特許番号
US05218118

反応ノート

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