Oxalyl chloride → 4-(Decyloxy)-3-(1,1-dimethylethyl)benzoyl chloride

HRID 1728894Notes

Reaction equation

HRID 1728894 reaction equation
[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][C:13]=1[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].C(Cl)(=O)C([Cl:28])=O>C(Cl)Cl.CN(C)C=O>[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([Cl:28])=[O:17])=[CH:14][C:13]=1[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 19015379HCID 19015379, compound

Product 1

HCID 190152784-(Decyloxy)-3-(1,1-dimethylethyl)benzoyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To 3.0 g of product from Example 131 in 30 ml of methylene chloride plus 2 drops of dimethylformamide is added 2.0 ml of oxalyl chloride via syringe. The reaction is stirred at room temperature for 18 hours, concentrated in vacuo, dissolved in diethyl ether and filtered through a pad of diatomaceous earth. The diethyl ether is concentrated in vacuo to give 3.15 g of the desired product as a yellow oil.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutiondissolved in diethyl ether
  3. filtrationfiltered through a pad of diatomaceous earth
  4. concentrationThe diethyl ether is concentrated in vacuo

Sources & evidence

ORD record
ord-524508adfbcf48e293fe47c8c6cef590
Source dataset
uspto-grants-1994_07
Patent number
US05328921

Reaction notes

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