Dimethylformamide → HCID 10976134, compound

HRID 2426965Notes

Reaction equation

HRID 2426965 reaction equation
[CH:1]1[C:6](/[CH:7]=[CH:8]/[C:9](O)=[O:10])=[CH:5][CH:4]=[C:3]([OH:12])[CH:2]=1.C(Cl)(=O)C([Cl:16])=O.CN(C)C=O>ClCCl>[C:9]([Cl:16])(=[O:10])/[CH:8]=[CH:7]/[C:6]1[CH:5]=[CH:4][C:3]([OH:12])=[CH:2][CH:1]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 637542P-Coumaric Acid

Product 1

HCID 10976134HCID 10976134, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of coumaric acid (36.3 g) in dichloromethane (1.03 L) were added oxalyl chloride (45.2 mL) and N,N-dimethylformamide (0.6 mL). After foaming calmed down, the mixture was heated to reflux for 3 hours. The reaction mixture was concentrated to give the title compound. The obtained compound was used for the next reaction without being purified.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-e9ba2e6972ab4c11af170734e8025221
Source dataset
uspto-grants-2011_06
Patent number
US07968572B2

Reaction notes

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