Oxalyl chloride → HCID 58825034, compound

HRID 2365313Notes

Reaction equation

HRID 2365313 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11](O)=[O:12])=[CH:9][CH:8]=1.C(Cl)(=O)C([Cl:24])=O>C1COCC1.CN(C=O)C>[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([Cl:24])=[O:12])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 18445868632366-11-1

Product 1

HCID 58825034HCID 58825034, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of compound 29d (100 mg, 0.35 mmol) in THF (2 mL) was added oxalyl dichloride (46 μL, 0.53 mmol) dropwise at 0° C., followed by addition of 2 drops of DMF. The resulting mixture was stirred at 0° C. for 3 h, and was then warmed up to room temperature overnight. The solvents were removed under reduced pressure, and the residue, compound 29e, was dried under reduced pressure for 2 h and then used in the next step without further purification.

Workup

  1. temperaturewas then warmed up to room temperature overnight
  2. customThe solvents were removed under reduced pressure
  3. dry with materialthe residue, compound 29e, was dried under reduced pressure for 2 h
  4. customused in the next step without further purification

Sources & evidence

ORD record
ord-875cfa6a46db4598ae5845fda9e6c56e
Source dataset
uspto-grants-2014_04
Patent number
US08697684B2

Reaction notes

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