Pyridine → HCID 70392579, compound

HRID 2351257Notes

Reaction equation

HRID 2351257 reaction equation
[CH2:1]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].N1C=CC=CC=1.[CH2:22]([C@H:25]1[CH2:29][CH2:28][C@H:27]([C:30]2[CH:38]=[CH:37][C:33]([C:34](Cl)=[O:35])=[CH:32][CH:31]=2)[CH2:26]1)[CH2:23][CH3:24]>C1(C)C=CC=CC=1>[CH2:22]([C@H:25]1[CH2:29][CH2:28][C@H:27]([C:30]2[CH:38]=[CH:37][C:33]([C:34]([O:15][C:12]3[CH:11]=[CH:10][C:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:14][CH:13]=3)=[O:35])=[CH:32][CH:31]=2)[CH2:26]1)[CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 157304-OctylphenolHCID 86743429HCID 86743429, compound

Product 1

HCID 70392579HCID 70392579, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.1 g of 4-n-octylphenol and 1.6 g of pyridine are dissolved in 10 ml of toluene, the solution is warmed to 100°, 5.0 g of 4-(trans-3-n-propylcyclopentyl)benzoyl chloride (cf. Example 2) are added dropwise, and the mixture is left to react for 3 hours. The pyridine hydrochloride is subsequently filtered off under suction, and the filtrate is washed with water, dried and freed from solvent in vacuo. After crystallization of the residue from petroleum ether, 4-octylphenyl 4-(trans-3-propylcyclopentyl)-benzoate is obtained; m.p. 36°, c.p. 40.7°.

Workup

  1. temperaturethe solution is warmed to 100°
  2. waitthe mixture is left
  3. customto react for 3 hours
  4. filtrationThe pyridine hydrochloride is subsequently filtered off under suction
  5. washthe filtrate is washed with water
  6. customdried
  7. customAfter crystallization of the residue from petroleum ether

Sources & evidence

ORD record
ord-65608baecb0a44a38ed60d209a383f7c
Source dataset
uspto-grants-1989_10
Patent number
US04873019

Reaction notes

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