Oxalyl chloride → HCID 10858041, compound

HRID 1866130Notes

Reaction equation

HRID 1866130 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13](O)=[O:14])=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2].C(Cl)(=O)C([Cl:21])=O>C1(C)C=CC=CC=1.CN(C)C=O>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[C:13]([Cl:21])=[O:14])=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 53546772-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-

Product 1

HCID 10858041HCID 10858041, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of trans-3-[4-acetyloxy-3-methoxyphenyl]-2-propenoic acid (4 g, 16.93 mmoles) in toluene (70 ml) and dimethylformamide (10 ml) cooled in an ice bath, oxalyl chloride (4.30 g, 33.87 mmoles) is dropped. The mixture is maintained under stirring at 0° C. for 1 hour then the temperature is let reach the room value and it is left for 2 hours. The solvent is removed at reduced pressure and the raw product is used without further purification.

Workup

  1. temperaturecooled in an ice bath
  2. temperatureThe mixture is maintained
  3. waitis left for 2 hours
  4. customThe solvent is removed at reduced pressure
  5. customthe raw product is used without further purification

Sources & evidence

ORD record
ord-0cc389007549423eab04f40838ed8e11
Source dataset
uspto-grants-2009_12
Patent number
US07629368B2

Reaction notes

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