Carbon Dioxide → HCID 17984209, compound

HRID 1270482Notes

Reaction equation

HRID 1270482 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH:13](C(O)=O)[C:14]([OH:16])=[O:15])[CH3:2].C(=O)=O>>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH3:2]

Participants

3

Reactant 2

HCID 280Carbon DioxideHCID 18450004HCID 18450004, compound

Product 1

HCID 17984209HCID 17984209, compoundYield 57.7%

Procedure

The crude malonic acid 13 (250 mg, 0.957 mmol) was placed in a round bottom flask under vacuum and slowly heated to between 150 and 2000 C., as the evolution of CO2 occurred. As the bubbling ended, the reaction was heated for 2 more additional minutes, then allowed to cool to room temperature. The product was purified by flash chromatography three times using 0 to 10% MeOH in CHCl3 to give compound 14 as a solid (120 mg; 57.7% yield; M−1=216.3).

Workup

  1. temperatureslowly heated to between 150 and 2000 C
  2. temperaturethe reaction was heated for 2 more additional minutes
  3. customThe product was purified by flash chromatography three times

Sources & evidence

ORD record
ord-2f522dbb9aaf4ad0a9393802bfcab19f
Source dataset
uspto-grants-2007_04
Patent number
US07202266B2

Reaction notes

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