Water → HCID 19982193, compound

HRID 1460550Notes

Reaction equation

HRID 1460550 reaction equation
BrC1C=CC=C[C:3]=1[C:8]1([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=2[Cl:21])[O:12][CH:11]([CH3:13])[CH2:10][O:9]1.[OH:22][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C(=O)C>[Cl:21][C:15]1[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:14]=1[C:8]1([CH2:3][O:22][C:23]2[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=2)[O:12][CH:11]([CH3:13])[CH2:10][O:9]1

Participants

6

Reactant 4

HCID 962WaterHCID 79713-HydroxypyridineHCID 11430Potassium CarbonateHCID 19982196HCID 19982196, compound

Product 1

HCID 19982193HCID 19982193, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A mixture of 2-(bromophenyl)-2-(2,4-dichlorophenyl)-4-methyl-1,3-dioxolane (10 g.), 3-hydroxypyridine (3.8 g.) and potassium carbonate (5.5 g.) in N,N-dimethylacetamide (90 ml.) was refluxed with stirring for 18 hours. After the mixture was allowed to cool, it was poured into water and extracted with toluene. The toluene fraction, thereby obtained, was washed with 5% aqueous sodium hydroxide and evaporated to yield 3-[[2-(2,4-dichlorophenyl)-4-methyl-1,3-dioxolan-2-yl]methoxy]pyridine as an oil.

Workup

  1. temperaturewas refluxed
  2. temperatureto cool
  3. extractionextracted with toluene
  4. customThe toluene fraction, thereby obtained
  5. washwas washed with 5% aqueous sodium hydroxide
  6. customevaporated

Sources & evidence

ORD record
ord-29004a64b67e4c0bb0bb0f60e67f2084
Source dataset
uspto-grants-1991_12
Patent number
US05071862

Reaction notes

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