Oxalyl chloride → HCID 22168546, compound

HRID 1709942Notes

Reaction equation

HRID 1709942 reaction equation
[C:1]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=1)(O)=[O:2].C(Cl)(=O)C([Cl:19])=O>O1CCCC1>[C:12]([CH2:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][C:1]([Cl:19])=[O:2])=[CH:6][CH:7]=1)([O:14][CH3:15])=[O:13]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 14219918HCID 14219918, compound

Product 1

HCID 22168546HCID 22168546, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

A 3.04 g portion of methyl 4-carboxymethylphenylacetate, prepared above, was dissolved in 50 mL of anhydrous tetrahydrofuran. After the addition of 2.5 mL oxalyl chloride, the mixture was stirred for 4 hours. The solvents were evaporated under a stream of dry nitrogen as the flask was warmed to 45° C. Any remaining solvent or oxalyl chloride was then removed under high vacuum; the product was used without further purification.

Workup

  1. customThe solvents were evaporated under a stream of dry nitrogen as the flask
  2. customAny remaining solvent or oxalyl chloride was then removed under high vacuum
  3. customthe product was used without further purification

Sources & evidence

ORD record
ord-c435aaf9e9a04b8aa43f3df138d6d551
Source dataset
uspto-grants-1990_08
Patent number
US04952336

Reaction notes

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