Benzyl Alcohol → HCID 13340179, compound

HRID 1284525Notes

Reaction equation

HRID 1284525 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].[CH2:10](O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8]

Participants

6

Reactant 3

HCID 244Benzyl AlcoholHCID 962WaterHCID 202096-Chlorohexanoic acid

Product 1

HCID 13340179HCID 13340179, compoundYield 85.2%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

46.5 g (0.3 mole) of 6-chlorohexanoic acid and 35.6 g of benzyl alcohol in 500 ml of toluene are heated in the presence of 1 g of p-toluenesulphonic acid, using a water separator. When the reaction has ended, the mixture is washed with 5% strength sodium bicarbonate solution and water, dried with sodium sulphate and concentrated and the residue is distilled, 61.5 g (85% of theory) of benzyl 6-chlorohexanoate of boiling point 163° to 165°/4 mm being obtained.

Workup

  1. washthe mixture is washed with 5% strength sodium bicarbonate solution and water
  2. dry with materialdried with sodium sulphate
  3. concentrationconcentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-d8975fe5f31e40dc90c467433ad4ab0e
Source dataset
uspto-grants-1986_01
Patent number
US04563448

Reaction notes

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