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

HRID 248029Notes

Reaction equation

HRID 248029 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-e65ced7b3fc7456695c8474d51e385c2
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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