Oxalyl chloride → HCID 19014758, compound

HRID 247957Notes

Reaction equation

HRID 247957 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=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:6](O)=[O:7].C(Cl)(=O)C([Cl:30])=O>C(Cl)Cl.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=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:6]([Cl:30])=[O:7]

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 13354737HCID 13354737, compound

Product 1

HCID 19014758HCID 19014758, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 30.0 g of product from Example 47 in 300 ml of methylene chloride and 10 drops of dimethylformamide is added dropwise 15.67 g of oxalyl chloride. The reaction is stirred at room temperature for 18 hours and concentrated in vacuo. The residue is crystallized from diethyl ether to give 31.3 g of the desired product as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is crystallized from diethyl ether

Sources & evidence

ORD record
ord-1afbf5db8c3349ad82ac519cbaa83ea2
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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