Pyridine → HCID 178443473, compound

HRID 1198319Notes

Reaction equation

HRID 1198319 reaction equation
[CH2:1]([C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15](Cl)=[O:16])[CH2:11][CH2:10]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(Cl)(=O)C(Cl)=O.[F:24][C:25]1[C:30]([F:31])=[C:29]([C:32]#[N:33])[CH:28]=[CH:27][C:26]=1[OH:34].N1C=CC=CC=1>C1(C)C=CC=CC=1.C(Cl)Cl>[CH2:1]([C@H:9]1[CH2:10][CH2:11][C@H:12]([C:15]([O:34][C:26]2[CH:27]=[CH:28][C:29]([C:32]#[N:33])=[C:30]([F:31])[C:25]=2[F:24])=[O:16])[CH2:13][CH2:14]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

7

Reactant 4

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 27369782,3-Difluoro-4-hydroxybenzonitrileHCID 178443472HCID 178443472, compound

Product 1

HCID 178443473HCID 178443473, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 0.1 mol of trans-4-octylcyclohexanecarbonyl chloride (prepared from the carboxylic acid with oxalyl chloride in toluene) and 75 ml of methylene chloride is added to a mixture of 0.1 mol of 2,3-difluoro-4-cyanophenol (prepared according to Example 4), 0.12 mol of pyridine, 10 mmol of 4-N,N-dimethylaminopyridine and 250 ml of methylene chloride. After the mixture has been stirred at room temperature for 10 hours, it is washed with dilute hydrochloric acid, saturated sodium bicarbonate solution and water. Customary working up gives 4-(trans-4-octylcyclohexanecarbonyloxy)-2,3-difluorobenzonitrile.

Workup

  1. washit is washed with dilute hydrochloric acid, saturated sodium bicarbonate solution and water

Sources & evidence

ORD record
ord-e67b9ff39b2e4e4caacb034d196573b9
Source dataset
uspto-grants-1994_01
Patent number
US05279764

Reaction notes

Loading…