Potassium Carbonate → HCID 15347206, compound

HRID 1939964Notes

Reaction equation

HRID 1939964 reaction equation
Cl.Cl[CH2:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1.[OH:14][C:15]1[CH:16]=[C:17]([CH:21](O)[CH3:22])[CH:18]=[CH:19][CH:20]=1.C(=O)([O-])[O-:25].[K+].[K+].[OH-].[Na+]>C(Cl)Cl>[N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:12]=[CH:13][C:4]=1[CH2:3][O:14][C:15]1[CH:16]=[C:17]([CH2:21][CH2:22][OH:25])[CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 30838232-(Chloromethyl)quinoline hydrochlorideHCID 135428863-Hydroxyphenylmethylcarbinol

Product 1

HCID 15347206HCID 15347206, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

12.5 g (0.058 mol) of 2-chioromethylquinoline hydrochloride, 9.8 g of 3-hydroxyphenylethanol, 8 g of potassium carbonate, 8 g of sodium hydroxide, 150 ml of methylene chloride and 5 g of Adogene 624 are introduced into a flask. Stirring is carded out at room temperature for 16 hours. The mixture is washed with water, dried over sodium sulphate and concentrated to dryness. The residue is chromatographed on 1.5 litres of silica using a methylene chloride/methanol mixture (98/2) as eluant. There are obtained 8.6 g of 2-[3-(quinol-2-ylmethoxy)-phenyl]ethanol. Yield: 53%.

Workup

  1. washThe mixture is washed with water
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated to dryness
  4. customThe residue is chromatographed on 1.5 litres of silica using a methylene chloride/methanol mixture (98/2) as eluant

Sources & evidence

ORD record
ord-dbb97352c64f467fabb1bcefe7a00036
Source dataset
uspto-grants-1997_12
Patent number
US05698567

Reaction notes

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