Potassium Carbonate → HCID 18980260, compound

HRID 2392607Notes

Reaction equation

HRID 2392607 reaction equation
Br[CH2:2][CH:3]([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6].[CH3:10][O:11][C:12]1[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=1[OH:20].C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[CH2:5]([O:4][CH:3]([O:7][CH2:8][CH3:9])[CH2:2][O:20][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([O:18][CH3:19])[C:12]=1[O:11][CH3:10])[CH3:6]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 788282,3-Dimethoxyphenol

Product 1

HCID 18980260HCID 18980260, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
140 °C

Procedure

2-bromo-1,1-diethoxyethane (0.097 mol) was added to a mixture of 2,3-dimethoxy-phenol (0.097 mol) and potassium carbonate (0.097 mol) in N,N-dimethylacetamide (200 ml). The reaction mixture was stirred for 24 hours at 140° C. The solvent was evaporated. The residue was partitioned between 1,1'-oxybisethane and a solution of NaOH in water. The organic layer was separated, washed with a saturated NaCl solution, dried (MgSO4), filtered and the solvent was evaporated, yielding 23 g (87.7%) of 1-(2,2-diethoxyethoxy)-2,3-dimethoxybenzene (interm. 1).

Workup

  1. customThe solvent was evaporated
  2. customThe residue was partitioned between 1,1'-oxybisethane
  3. customThe organic layer was separated
  4. washwashed with a saturated NaCl solution
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-2092af0464af4957b79b8f978bef22a7
Source dataset
uspto-grants-1998_09
Patent number
US05801179

Reaction notes

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