2,6-Dimethylphenol → HCID 23451691, compound

HRID 1278452Notes

Reaction equation

HRID 1278452 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[OH:9].[C:10](=[C:13]([CH2:16][CH2:17]Cl)[CH2:14]Cl)([CH3:12])[CH3:11]>O>[C:10](=[C:13]1[CH2:16][CH2:17][C:6]2([CH:5]=[C:4]([CH3:8])[C:3](=[O:9])[C:2]([CH3:1])=[CH:7]2)[CH2:14]1)([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 113352,6-DimethylphenolHCID 23451717HCID 23451717, compound

Product 1

HCID 23451691HCID 23451691, compoundYield 108.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

2,6-Dimethylphenol (2.4 g, 0.02 mol) was added to a solution of Ba(OH)2.8H2O (6.6 g, 0.021 mol) in distilled water (12 mL). The mixture was cooled to 15° C. and 2-isopropylidene-1,4-dichlorobutane (3.6 g, 0.022 mol) was added over 1 hour under nitrogen. Stirring at room temperature was continued for 5 hours and then the reaction mixture was extracted with ether. The ether extracts were washed with 10% sodium hydroxide, water, and dried (Na2SO4). Concentration gave 4.7 g of crude material which was mainly the alkylated phenol having the structure: ##STR33## A sample purified by preparative glc had the following spectral characteristics:

Workup

  1. extractionthe reaction mixture was extracted with ether
  2. washThe ether extracts were washed with 10% sodium hydroxide, water
  3. dry with materialdried (Na2SO4)
  4. concentrationConcentration

Sources & evidence

ORD record
ord-17d74facbb2f4443bba7a1e08bb03391
Source dataset
uspto-grants-1981_07
Patent number
US04281204

Reaction notes

Loading…