Oxalyl chloride → HCID 19016259, compound

HRID 247952Notes

Reaction equation

HRID 247952 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][C:4]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C(Cl)(=O)C([Cl:30])=O>C(Cl)Cl.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([Cl:30])=[O:8])=[CH:5][C:4]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 190151354-Methoxy-3-(tetradecyloxy)benzoic acid

Product 1

HCID 19016259HCID 19016259, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 50 g of product from Example 42 in 500 ml of methylene chloride and 15 drops of dimethylformamide is added, dropwise, 26.12 g of oxalyl chloride. The reaction is stirred at room temperature for 18 hours and concentrated in vacuo. The residue is recrystallized from diethyl ether to give 52.3 g of the desired product as white crystals.

Workup

  1. additionis added
  2. concentrationconcentrated in vacuo
  3. customThe residue is recrystallized from diethyl ether

Sources & evidence

ORD record
ord-6c0c6d8358fe49dcbbf6c8d77e91340f
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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