2,6-Dichlorobenzoic acid → HCID 12832597, compound

HRID 1105721Notes

Reaction equation

HRID 1105721 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5].[OH-].[K+].Cl[CH2:15][C:16]#[N:17].O1CCOCCOCCOCCOCCOCC1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([O:6][CH2:15][C:16]#[N:17])=[O:5]

Participants

6

Reactant 4

HCID 57582,6-Dichlorobenzoic acidHCID 7856ChloroacetonitrileHCID 14797Potassium HydroxideHCID 2855718-Crown-6

Product 1

HCID 12832597HCID 12832597, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

This compound was prepared in the manner of Example 1, using 10.0 grams (0.052 mole) of 2,6-dichlorobenzoic acid, 2.9 grams (0.052 mole) of potassium hydroxide, 3.9 grams (0.052 mole) of chloroacetonitrile, and 1.4 grams of 1,4,7,10,13,16-hexaoxacyclooctadecane in 160 ml of dry toluene. The crude product was distilled to give 7.3 grams of cyanomethyl 2,6-dichlorobenzoate; bp 107°/0.006 mm. The ir and the nmr spectra were consistent with the proposed structure.

Workup

  1. customThis compound was prepared in the manner of Example 1
  2. distillationThe crude product was distilled

Sources & evidence

ORD record
ord-c0d4e63401ce422d8c4f176f9760f01d
Source dataset
uspto-grants-1982_01
Patent number
US04309566

Reaction notes

Loading…