Benzaldehyde → 1-Phenyl-3-(trimethylsilyl)-2-propyn-1-ol

HRID 1588708ノート

反応式

HRID 1588708 の反応式
[CH3:1][Si:2]([C:5]#[CH:6])([CH3:4])[CH3:3].C[Si](C)(C)N[Si](C)(C)C.[Li].[C-]#[C-].[Li+].[Li+].[CH:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>O1CCCC1>[CH3:1][Si:2]([C:5]#[C:6][CH:21]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[OH:28])([CH3:4])[CH3:3]

参加物

6

反応物 4

HCID 240BenzaldehydeHCID 66111TrimethylsilylacetyleneHCID 57426343Lithium bis(trimethylsilyl)amideHCID 178462446HCID 178462446、化合物

生成物 1

HCID 27604161-Phenyl-3-(trimethylsilyl)-2-propyn-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In step a, trimethylsilylacetylene (1) can first be reacted with a non-nucleophilic base, such as lithium hexamethyldisilazane, in a suitable aprotic solvent, such as tetrahydrofuran. The resulting lithium acetylide can then be reacted with the appropriate benzaldehyde compound of structure 2 to give the corresponding α-[(trimethylsilyl)-ethynyl]-benzenemethanol compound of structure 3.

出典と根拠

ORDレコード
ord-f08f6bb0d6b64685a2e9a88036fa9754
出典データセット
uspto-grants-1993_06
特許番号
US05223518

反応ノート

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