Imidazole → (4-Iodo-but-2-ynyloxy)-acetic acid methyl ester
反応式
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[I:20]I.N1C=CN=C1.[CH3:27][O:28][C:29](=[O:37])[CH2:30][O:31][CH2:32][C:33]#[C:34][CH2:35]O>C(Cl)Cl>[CH3:27][O:28][C:29](=[O:37])[CH2:30][O:31][CH2:32][C:33]#[C:34][CH2:35][I:20]参加物
6
実験手順
Triphenylphosphine (6.23 g, 23.8 mmol), iodine (6.03 g, 23.8 mmol) and imidazole (1.57 g, 23.8 mmol) were added sequentially to a solution of (4-hydroxy-but-2-ynyloxy)-acetic acid methyl ester (3.13 g, 19.8 mmol) in CH2Cl2 (30 mL). After 1 h at rt, the reaction was filtered through activity I basic alumina, washing with 20% EtOAc/Hexane. The filtrate was concentrated in vacuo then purified by flash column chromatography on silica gel (Hexane→20% EtOAc/Hexane, gradient) to afford 2.05 g (39%) of (4-iodo-but-2-ynyloxy)-acetic acid methyl ester.
後処理
- filtrationthe reaction was filtered through activity I basic alumina
- washwashing with 20% EtOAc/Hexane
- concentrationThe filtrate was concentrated in vacuo
- customthen purified by flash column chromatography on silica gel (Hexane→20% EtOAc/Hexane, gradient)
出典と根拠
- ORDレコード
- ord-b912c2d8ebb34b6091ef24b516bfd1f9
- 出典データセット
- uspto-grants-2007_02
- 特許番号
- US07179820B2
反応ノート
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