Dimethylformamide → 2-Phenyl-2-propylpentanoyl chloride

HRID 494437Notes

Reaction equation

HRID 494437 reaction equation
[C:1]1([C:7]([CH2:14][CH2:15][CH3:16])([CH2:11][CH2:12][CH3:13])[C:8](O)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.C(Cl)(=O)C([Cl:25])=O>>[C:1]1([C:7]([CH2:14][CH2:15][CH3:16])([CH2:11][CH2:12][CH3:13])[C:8]([Cl:25])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 115865902-Phenyl-2-propylpentanoic acid

Product 1

HCID 116873352-Phenyl-2-propylpentanoyl chloride

Conditions

Temperature
25 °C

Procedure

A suspension of the product of Example 1C (4.13 g, 18.77 mmol) and N,N-dimethylformamide (1.45 mL, 18.77 mmol) in hexanes (700 mL) was treated with oxalyl chloride (4.91 mL, 56.31 mmol) and stirred at 25° C. for 2 hours. The mixture was treated with Celite®, and then filtered through a pad of Celite®. The filtrate was concentrated in vacuo to afford the title compound which was used directly in the next procedure.

Workup

  1. additionThe mixture was treated with Celite®
  2. filtrationfiltered through a pad of Celite®
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-54e26d817338489080a6e87f41c16ba6
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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