Oxalyl chloride → HCID 58825034, compound

HRID 2365633Notes

Reaction equation

HRID 2365633 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-2fecdf3f91424f078785fd16fd9300d0
Source dataset
uspto-grants-2014_04
Patent number
US08697683B2

Reaction notes

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