Oxalyl chloride → HCID 86755158, compound

HRID 377748Notes

Reaction equation

HRID 377748 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)/[C:8](=[CH:12]\[C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=1)/[C:7]([CH3:21])=[C:6]2[CH2:22][C:23]([OH:25])=O.C(Cl)(=O)C([Cl:29])=O>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)/[C:8](=[CH:12]\[C:13]1[CH:18]=[CH:17][C:16]([S:19][CH3:20])=[CH:15][CH:14]=1)/[C:7]([CH3:21])=[C:6]2[CH2:22][C:23]([Cl:29])=[O:25]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 10215486HCID 10215486, compound

Product 1

HCID 86755158HCID 86755158, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(Z)-5-methoxy-2-methyl-1-(p-methylthiobenzylidene)-3-indenylacetic acid (70 mmol) in absolute THF (500 ml) is heated with oxalylchloride (2 M in CH2Cl2 ; 70 mmol) at reflux (24 hours). The solvent is evaporated to yield the title compound, which is used as such in the next step.

Workup

  1. temperatureat reflux (24 hours)
  2. customThe solvent is evaporated

Sources & evidence

ORD record
ord-6371c52f2ae14383a3885382960eb174
Source dataset
uspto-grants-2000_02
Patent number
US06028116

Reaction notes

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