Dimethylformamide → 2-(4-Methoxyphenyl)-2,5-dimethylhexanoyl chloride

HRID 2224953Notes

Reaction equation

HRID 2224953 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:18])([CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C:10](O)=[O:11])=[CH:5][CH:4]=1.C(Cl)(=O)C([Cl:22])=O.CN(C)C=O>ClCCl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:18])([CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C:10]([Cl:22])=[O:11])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 68870239HCID 68870239, compound

Product 1

HCID 876088622-(4-Methoxyphenyl)-2,5-dimethylhexanoyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a cooled solution of Example 155C (8.52 g, 0.034 mol) in 200 mL anhydrous dichloromethane was added 2 N oxalyl chloride in dichloromethane (26 mL, 0.052 mol) and drops of dimethylforamide. The solution was stirred for 30 minutes at 0° C. and then room temperature for 2 hours. The solvent was removed under vacuum and the crude product used directly.

Workup

  1. waitroom temperature for 2 hours
  2. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-d8f7efb797754060abba6d16b8a3bf53
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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