Oxalyl chloride → HCID 15125753, compound

HRID 129596Notes

Reaction equation

HRID 129596 reaction equation
[CH3:1][O:2]/[CH:3]=[C:4](\[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([OH:24])=O)[CH:17]=1)/[C:5]([O:7][CH3:8])=[O:6].C(Cl)(=O)C([Cl:28])=O>C1COCC1.CN(C=O)C>[CH3:1][O:2]/[CH:3]=[C:4](\[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([Cl:28])=[O:24])[CH:17]=1)/[C:5]([O:7][CH3:8])=[O:6]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 15125752(E)-methyl 3-methoxy-2-(2-[3-carboxyphenoxy]phenyl)propenoate

Product 1

HCID 15125753HCID 15125753, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The carboxylic acid from the previous stage (0.33 g) stirred in dry THF (10 ml) was treated with oxalyl chloride (0.11 ml) and one drop of dry DMF. The reaction mixture was stirred for 45 minutes, stood overnight and then evaporated to give crude (E)-methyl 3-methoxy-2-(2-[3-chlorocarbonylphenoxy]phenyl)propenoate as an orange-yellow oil.

Workup

  1. waitstood overnight
  2. customevaporated

Sources & evidence

ORD record
ord-6d48a705a43f4fcd85bb80bb24537931
Source dataset
uspto-grants-1995_11
Patent number
US05468857

Reaction notes

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