Propargyl bromide → 6-(Prop-2-ynyloxy)isoindolin-1-one

HRID 1727399ノート

反応式

HRID 1727399 の反応式
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[CH2:12](Br)[C:13]#[CH:14].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:14]([O:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1)[C:13]#[CH:12]

参加物

5

反応物 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 115283646-Hydroxy-2,3-dihydro-1H-isoindol-1-one

生成物 1

HCID 575676686-(Prop-2-ynyloxy)isoindolin-1-one収率 68.7%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

The mixture of 6-hydroxyisoindolin-1-one ((73), 5.1 g, 34.2 mmol), propargyl bromide (80% solution in toluene, 5.70 ml, 51.3 mmol) K2CO3 (9.44 g, 68.4 mmol), KI (1.14 g, 6.8 mmol) in acetone was refluxed for overnight. The reaction mixture was filtered under vacuum and concentrated in vacuo to give the title compound (4.4 g, 68%) as a solid. MS (ES) m/z 188.1.

後処理

  1. temperaturewas refluxed for overnight
  2. filtrationThe reaction mixture was filtered under vacuum
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bcb62e825c2e4866a919ef87ce5458ec
出典データセット
uspto-grants-2009_02
特許番号
US07495111B2

反応ノート

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