Toluene → HCID 57939235, compound

HRID 1436841Notes

Reaction equation

HRID 1436841 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].C1(C)C=CC=CC=1.[CH2:14]([O:25][C:26]1[CH:34]=[CH:33]C(C(O)=O)=[CH:28][CH:27]=1)[CH2:15][CH2:16]/[CH:17]=[CH:18]\[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>CN(C=O)C.C(Cl)Cl>[CH2:14]([O:25][C:26]1[CH:27]=[CH:28][C:1]([C:2]([Cl:4])=[O:3])=[CH:33][CH:34]=1)[CH2:15][CH2:16]/[CH:17]=[CH:18]\[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

6

Reactant 3

HCID 1140TolueneHCID 65578Oxalyl chlorideHCID 57939239HCID 57939239, compound

Product 1

HCID 57939235HCID 57939235, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

1 mL of oxalyl chloride (11.5 mmol) and two drops of anhydrous DMF are added under argon to 101 mg of toluene-dried acid 34 (348 μmol) dissolved in 18 mL of anhydrous DCM. The medium is stirred at room temperature for two hours and then concentrated to give 107 mg of a yellow oil, i.e. a yield of 99%.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-6a754da58867459e8046723bc404c94b
Source dataset
uspto-grants-2009_11
Patent number
US07619076B2

Reaction notes

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