Potassium Carbonate → HCID 68586237, compound

HRID 659818Notes

Reaction equation

HRID 659818 reaction equation
[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[OH:11].Cl[C:13]1[C:18]([CH3:19])=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[C:15]([CH3:23])[CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[O:11][C:13]1[C:18]([CH3:19])=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[C:15]([CH3:23])[CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143055,6,7,8-Tetrahydro-2-naphtholHCID 2527931-Chloro-2,5-dimethyl-4-nitrobenzene

Product 1

HCID 68586237HCID 68586237, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

4.4 g (29.6 mmol) of 5,6,7,8-tetrahydro-2-naphthol, 5.0 g (26.9 mmol) of 4-chloro-2,5-dimethylnitrobenzene and 5.2 g (37.7 mmol) of potassium carbonate are refluxed in 50 ml of N,N-dimethylformamide for 12 h, poured onto ice, stirred at 0° C. for 15 min, and then filtered. The solid is washed with water and hexane and dried under reduced pressure (6.0 g, 98.0% purity, 70.0% yield, log P (pH 2.3)=5.86).

Workup

  1. additionpoured onto ice
  2. filtrationfiltered
  3. washThe solid is washed with water and hexane
  4. customdried under reduced pressure (6.0 g, 98.0% purity, 70.0% yield, log P (pH 2.3)=5.86)

Sources & evidence

ORD record
ord-06e5e09c12bb4734ba25f844c647a96b
Source dataset
uspto-grants-2011_12
Patent number
US08080688B2

Reaction notes

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