Oxalic Acid → HCID 131716373, compound

HRID 1650603Notes

Reaction equation

HRID 1650603 reaction equation
[CH:1]1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([C:21]1[CH:29]=[CH:28][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=1)[CH2:17][CH2:18][CH2:19][CH3:20].[F:30][C:31]1[C:36]([F:37])=[C:35]([C:38]#[N:39])[CH:34]=[CH:33][C:32]=1O.C(O)(=O)C(O)=O>C1(C)C=CC=CC=1>[C:16]1([C:21]2[CH:22]=[CH:23][C:24]([C:25]([O:27][C:32]3[CH:33]=[CH:34][C:35]([C:38]#[N:39])=[C:36]([F:37])[C:31]=3[F:30])=[O:26])=[CH:28][CH:29]=2)[CH:1]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

6

Reactant 4

HCID 971Oxalic AcidHCID 10868DicyclohexylcarbodiimideHCID 334794-Pentylbenzoic acidHCID 27369782,3-Difluoro-4-hydroxybenzonitrile

Product 1

HCID 131716373HCID 131716373, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A mixture of 0.11 mole of dicyclohexylcarbodimide and 20 ml of toluene is added to a mixture of 0.1 mole of p-pentylbenzoic acid, 0.1 mole of 2,3-difluoro-4-cyanophenol (prepared as in Example 1), 1.5 g of 4-N,N-dimethylaminopyridine and 200 ml of toluene. After stirring for 4 hours at room temperature 0.4 g of oxalic acid is added to the mixture and stirring is continued for 30 minutes. Working up i the customary manner gives 4-(4-penylbenzoyloxy)-2,3-difluorobenzonitrile.

Workup

  1. additionis added to the mixture

Sources & evidence

ORD record
ord-6f18d4631ce74f6283e37e7eeb6e5d83
Source dataset
uspto-grants-1990_05
Patent number
US04925590

Reaction notes

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