Oxalyl chloride → HCID 22609552, compound

HRID 479396Notes

Reaction equation

HRID 479396 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11](/[CH:19]=[CH:20]/[CH:21]=C/C(O)=O)[CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16]>CN(C)C=O.C(Cl)Cl>[CH3:18][O:17][C:13]1[CH:12]=[C:11](/[CH:19]=[CH:20]/[CH:21]=[CH:1]/[C:2]([Cl:4])=[O:3])[CH:10]=[C:9]([O:8][CH3:7])[C:14]=1[O:15][CH3:16]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 15257506HCID 15257506, compound

Product 1

HCID 22609552HCID 22609552, compound

Reagents, catalysts & solvents 1

HCID 22350042dichloromethane N,N-dimethylformamideSolvent

Procedure

After oxalyl chloride (0.055 ml; 0.63 mmol) was added to a solution of (E,E)-5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoic acid (116 mg; 0.44 mmol) in dimethylformamide-methylene chloride (0.1 ml-5 ml) under ice cooling. The ice bath was removed, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure to obtain crude crystals of (E,E)-5-(3,4,5-trimethoxyphenyl)-2,4-pentadienoyl chloride.

Workup

  1. customThe ice bath was removed
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-067ffdec0e5c4b5dbea8b69c9d48d5c4
Source dataset
uspto-grants-2003_11
Patent number
US06645957B2

Reaction notes

Loading…