Imidazole → 1-(Tert-butyldimethylsilyloxy)-4-iodobut-2-yne

HRID 1714711ノート

反応式

HRID 1714711 の反応式
[Si:1]([O:8][CH2:9][C:10]#[C:11][CH2:12]O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].N1C=CN=C1.[I:19]I.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Si:1]([O:8][CH2:9][C:10]#[C:11][CH2:12][I:19])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 54618454-((Tert-butyldimethylsilyl)oxy)but-2-yn-1-ol

生成物 1

HCID 111414181-(Tert-butyldimethylsilyloxy)-4-iodobut-2-yne収率 71.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-(tert-Butyldimethylsilyloxy)-but-2-yn-4-ol (63, 4.0 g, 19.96 mmol), imidazole (1.80 g, 26.45 mmol), iodine (6.58 g, 25.95 mmol) and triphenylphosphine (6.80 g, 25.95 mmol) are treated in 100 ml dichloromethane according to J. Robertson et al. J. Chem. Soc., Perkin Trans. 1, 3389-3369, 2000. Work-up yields 4.42 g (71%) of a colourless oil. The product is used directly in the next step.

出典と根拠

ORDレコード
ord-632d369607ef46129d6d7e30a88e646b
出典データセット
uspto-grants-2010_09
特許番号
US07799524B2

反応ノート

読み込み中…