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

HRID 1727399노트

반응식

HRID 1727399 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-bcb62e825c2e4866a919ef87ce5458ec
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07495111B2

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