Oxalyl chloride → HCID 86734440, compound

HRID 1415394Notes

Reaction equation

HRID 1415394 reaction equation
[CH2:1]([O:8][C:9](=[O:18])[CH:10]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:22])=O>C1C=CC=CC=1.CN(C)C=O>[Cl-:22].[CH2:1]([O:8][C:9](=[O:18])[CH:10]([CH2:14][CH:15]([CH3:16])[CH3:17])[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 54223940HCID 54223940, compound

Product 1

HCID 86734440HCID 86734440, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 241BenzeneSolvent

Procedure

9.7 grams of the thus-obtained isobutylmalonic acid monobenzyl ester were dissolved in 120 ml of absolute benzene. The solution was treated with 40 drops of dimethylformamide and subsequently, at 0°, with 6.64 ml of oxalyl chloride. After stirring at 0°-5° for 1 hour and for 30 minutes at 20°, the mixture was evaporated under reduced pressure and the residue re-evaporated once with benzene to yield isobutylmalonic acid monobenzyl ester chloride as an orange-red oil.

Workup

  1. customat 0°
  2. customthe mixture was evaporated under reduced pressure
  3. customthe residue re-evaporated once with benzene

Sources & evidence

ORD record
ord-69b7b41c5c854841ae4ccc01b8859fd6
Source dataset
uspto-grants-1977_01
Patent number
US04005073

Reaction notes

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