2,4,5-Trichlorophenol → HCID 20339745, compound

HRID 1395462Notes

Reaction equation

HRID 1395462 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[OH:10].[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1>C1C=CC=CC=1.C1(S(O)(=O)=O)C2C(=CC=CC=2)C=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[O:10][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][O:11]1

Participants

5

Reactant 2

HCID 72712,4,5-TrichlorophenolHCID 80803,4-dihydro-2H-pyran

Product 1

HCID 20339745HCID 20339745, compound

Reagents, catalysts & solvents 2

HCID 68121-Naphthalenesulfonic acidCatalystHCID 241BenzeneSolvent

Procedure

2,4,5-trichlorophenol (9.85 g., 0.05 moles) and dihydropyran (9.1 ml., 0.10 moles) are mixed in 100 ml. of benzene as a solvent. Upon addition of 1.0 g. of naphthalene sulfonic acid, as catalyst, the reaction is exothermic and the solution turns a light purple color. The reaction mixture is cooled to room temperature and allowed to stand for about one-half hour. The reaction mixture is washed with dilute sodium carbonate solution and the color turns to a light orange. The solution is dried over magnesium sulfate and then the solvent is evaporated in vacuo to yield 14.5 g. of an orange oil, nD30 =1.5408.

Workup

  1. additionUpon addition of 1.0 g
  2. waitto stand for about one-half hour
  3. washThe reaction mixture is washed with dilute sodium carbonate solution
  4. dry with materialThe solution is dried over magnesium sulfate
  5. customthe solvent is evaporated in vacuo
  6. customto yield 14.5 g

Sources & evidence

ORD record
ord-e19d4b69218d4848a7255d68b064d5f9
Source dataset
uspto-grants-1980_05
Patent number
US04203998

Reaction notes

Loading…