Water → beta-[4-(4-Trifluoromethylphenoxy)phenoxy]propylbenzoate

HRID 224218Notes

Reaction equation

HRID 224218 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:20]=[CH:19][C:6]([O:7][C:8]2[CH:18]=[CH:17][C:11]([O:12][CH:13]([CH3:16])[CH2:14][OH:15])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.N1C=CC=CC=1.[C:29](Cl)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C1C=CC=CC=1>[F:1][C:2]([F:21])([F:22])[C:3]1[CH:20]=[CH:19][C:6]([O:7][C:8]2[CH:18]=[CH:17][C:11]([O:12][CH:13]([CH3:16])[CH2:14][O:15][C:29](=[O:36])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7412Benzoyl chlorideHCID 128048852-{4-[4-(Trifluoromethyl)phenoxy]phenoxy}propan-1-ol

Product 1

HCID 12804900beta-[4-(4-Trifluoromethylphenoxy)phenoxy]propylbenzoateYield 75%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1 g of β-[4-(4-Trifluoromethylphenoxy)phenoxy]-propanol and 0.25 g of pyridine were dissolved in 10 ml of benzene, and 0.45 g of benzoyl chloride was added slowly to the solution while cooling. After completion of the addition, the mixture was allowed to react at a temperature of 20° C. for 1 hour, and the reaction mixture was poured into an appropriate amount of water. The benzene layer was separated and, after drying, benzene was removed to obtain 1 g of the desired product (nD20 1.541) as an oily substance.

Workup

  1. temperaturewhile cooling
  2. additionAfter completion of the addition
  3. customto react at a temperature of 20° C. for 1 hour
  4. customThe benzene layer was separated
  5. customafter drying
  6. custombenzene was removed

Sources & evidence

ORD record
ord-c5aed7bec9274b4a902010546fe12403
Source dataset
uspto-grants-1980_11
Patent number
US04231787

Reaction notes

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