Dimethylformamide → HCID 58288182, compound

HRID 1475663Notes

Reaction equation

HRID 1475663 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:12]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13]2)[C:9](O)=[O:10])=[CH:4][CH:3]=1.CN(C=O)C.C(Cl)(=O)C([Cl:27])=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:12]2[CH2:16][CH2:15][C:14]([F:18])([F:17])[CH2:13]2)[C:9]([Cl:27])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 58288357HCID 58288357, compound

Product 1

HCID 58288182HCID 58288182, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

470 mg (1.71 mmol) of (4-chlorophenyl)(3,3-difluorocyclopentyl)acetic acid were dissolved in 8 ml of dichloromethane, and a drop of DMF was added. At 0° C., 1.7 ml (3.42 mmol) of oxalyl chloride were then slowly added dropwise, and the mixture was stirred at this temperature for 1 h. After the reaction had gone to completion, the reaction solution was evaporated under reduced pressure and the residue obtained was taken up in 50 ml of dichloromethane and then once more evaporated to dryness. This gave 500 mg (99% of theory) of the title compound as a colourlees oil. The product obtained in this manner was used without further purification and without further spectroscopic characterization in subsequent reactions.

Workup

  1. customthe reaction solution was evaporated under reduced pressure
  2. customthe residue obtained
  3. customonce more evaporated to dryness
  4. customThe product obtained in this manner
  5. customwas used without further purification and without further spectroscopic characterization in subsequent reactions

Sources & evidence

ORD record
ord-735ab12a4360468993c58365a5ea89be
Source dataset
uspto-grants-2015_04
Patent number
US09018258B2

Reaction notes

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