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Allyl bromide → 2H-1-Benzopyran-2-one, 4,8-dimethyl-7-(2-propen-1-yloxy)-

HRID 2287166
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반응식

HRID 2287166 반응식
[OH:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([CH3:14])=[CH:7][C:8](=[O:13])[O:9]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:23]([O:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([CH3:14])=[CH:7][C:8](=[O:13])[O:9]2)=[CH:4][CH:3]=1)[CH:22]=[CH2:21]
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참가 물질

5

반응물 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 53565972H-1-Benzopyran-2-one, 7-hydroxy-4,8-dimethyl-

생성물 1

HCID 962252H-1-Benzopyran-2-one, 4,8-dimethyl-7-(2-propen-1-yloxy)-수율 103%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

7-Hydroxy-4,8-dimethylcoumarin (91.075 g, 0.479 mol), anhydrous K2CO3 (302.9 g, 2.190 mol), and allyl bromide (217.1 mL, 2.51 mol) were added to 2.5 L of reagent grade acetone. The milky mixture was refluxed for eight hours with overhead stirring, filtered, and the filtrate was concentrated to dryness with the rotary evaporator to obtain 7-allyloxy-4,8-dimethylcoumarin (113.5 g, 0.493 mol, 103%). The crude product melted at 94.0°-100° C. (lit. mp 108° C.) and was used in the next step.

후처리

  1. temperatureThe milky mixture was refluxed for eight hours with overhead stirring
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated to dryness with the rotary evaporator

출처 및 근거

ORD 기록
ord-44521be94499426bab3e09f14a8fe8a1
출처 데이터셋
uspto-grants-1981_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04269851

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