Phenyl 2-chloro-2-oxoacetate → Carbonochloridic acid, 4-methoxyphenyl ester

HRID 443082

Reaction equation

HRID 443082 reaction equation
[Cl:1]C(=O)C(OC1C=CC=CC=1)=O.ClC(=O)[C:15]([O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[O:16]>[Cl-].C1([P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:1][C:15]([O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=[O:16]

Participants

4

Reactant 2

HCID 11423990Phenyl 2-chloro-2-oxoacetateHCID 537064644-Methoxyphenyl chloroglyoxylate

Product 1

HCID 82128Carbonochloridic acid, 4-methoxyphenyl ester

Reagents, catalysts & solvents 1

HCID 164911Tetraphenylphosphonium ChlorideCatalyst

Procedure

The decarbonylation reaction was repeated in the manner as described in Example 70, except that the amount of tetraphenylphosphonium chloride was changed as set forth in Table 11, that the phenyl chloroglyoxylate was replaced with 1.396 mmol. of 4-methoxyphenyl chloroglyoxylate (4-MeO--PCG), and that the reaction temperature and reaction period were changed as set forth in Table 11. The results are also set forth in Table 11.

Workup

  1. customThe decarbonylation reaction

Sources & evidence

ORD record
ord-d83da159e16c4b9983a417cd4ed1f36c
Source dataset
uspto-grants-1999_04
Patent number
US05892091

Linked notes

Loading…