تفاعل #696703

ord-2068622bef2e4f6bb930d7ee2f308d0b

معادلة التفاعل

C=Cc1ccc(CCl)cc1
4-Vinylbenzyl chloride
CCOC(=O)CC(C)=O
Ethyl acetoacetate
CC[O-].[Na+]
sodium ethoxide
C=Cc1ccc(CC(C(C)=O)C(=O)OCC)cc1
ethyl 2-(4-vinylbenzyl)-3-oxobutanoate
المردود 95.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas cooled in an ice-water bath
  2. 2
    درجة الحرارةThe mixture was refluxed for 16 hours
  3. 3
    ترشيحthe resulting slurry was filtered
  4. 4
    أخرىto remove any salt
  5. 5
    أخرىthe solution collected
  6. 6
    أخرىThe solvent was removed under reduced pressure

الإجراء التجريبي

Ethyl acetoacetate (27.61 g, 0.21 mol) was dissolved in ethanol (100 ml) which was cooled in an ice-water bath, and sodium ethoxide (15.59 g, 0.22 mol) was added. 4-Vinylbenzyl chloride (33.92 g, 0.2 mole) was added. The mixture was refluxed for 16 hours, then the resulting slurry was filtered to remove any salt, and the solution collected. The solvent was removed under reduced pressure to give ethyl 2-(4-vinylbenzyl)-3-oxobutanoate in the form of a light red liquid (49 g) in 95% yield.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05998092uspto-grants-1999_12