Oxalyl chloride → 3-(Chlorocarbonyl)-6-methoxyphenyl acetate

HRID 2298610Notes

Reaction equation

HRID 2298610 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:8](O)=[O:9])(=[O:3])[CH3:2].C(Cl)(=O)C([Cl:19])=O>CN(C=O)C>[C:1]([O:4][C:5]1[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[C:7]([C:8]([Cl:19])=[O:9])[CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 151620Benzoic acid, 3-(acetyloxy)-4-methoxy-

Product 1

HCID 185369263-(Chlorocarbonyl)-6-methoxyphenyl acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the procedure in Example 85, step (a), 400 mg (1.90 mmol) of 3-acetyloxy-4-methoxybenzoic acid (as prepared in the previous step) was treated with 663 μL (7.60 mmol) of oxalyl chloride and 25 μL of anhyd DMF for 2 h to afford, after workup, the title compound as a beige crystalline solid which was used in the following step without further purification.

Workup

  1. customas prepared in the previous step)
  2. customto afford
  3. customafter workup, the title compound as a beige crystalline solid which was used in the following step without further purification

Sources & evidence

ORD record
ord-7a842c7e2520438f907db23436e2aedc
Source dataset
uspto-grants-2002_12
Patent number
US06492403B1

Reaction notes

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