Methyl acetoacetate → HCID 11481114, compound

HRID 1532613Notes

Reaction equation

HRID 1532613 reaction equation
[C:1]([O:7][CH3:8])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH3:9][Si:10]([CH3:15])([CH3:14])[CH2:11]CO>>[C:1]([O:7][CH2:8][CH2:9][Si:10]([CH3:15])([CH3:14])[CH3:11])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4]

Participants

3

Reactant 2

HCID 7757Methyl acetoacetateHCID 180132-(Trimethylsilyl)ethanol

Product 1

HCID 11481114HCID 11481114, compoundYield 98%

Procedure

10.66 gm (91.8 mMol) methyl acetoacetate and excess 2-(trimethylsilyl)ethanol were heated together at reflux. Methanol was distilled (68° C.) from the reaction mixture and heating was continued until the head temperature dropped below 65° C. The reaction mixture was then concentrated under reduced pressure at 40° C. to provide 18.24 gm (98%) of the desired compound as a pale yellow oil.

Workup

  1. temperatureat reflux
  2. distillationMethanol was distilled (68° C.) from the reaction mixture
  3. temperatureheating
  4. additiondropped below 65° C
  5. concentrationThe reaction mixture was then concentrated under reduced pressure at 40° C.

Sources & evidence

ORD record
ord-d10d28c7d5724de0bce7923f0db38b6d
Source dataset
uspto-grants-2001_03
Patent number
US06204260B1

Reaction notes

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