Potassium Carbonate → HCID 86742255, compound

HRID 845010Notes

Reaction equation

HRID 845010 reaction equation
N[C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][O:12][C@H:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][O:9]2)=[CH:4][CH:3]=1.[C:19]([O-:22])([O-])=O.[K+].[K+].[CH2:25](I)[CH2:26][CH2:27][CH2:28][CH2:29]C>CN(C=O)C>[CH2:19]([O:22][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][O:12][C@H:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:10][O:9]2)=[CH:4][CH:3]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 3

HCID 11430Potassium Carbonate2×HCID 125271-IodohexaneHCID 86742256HCID 86742256, compound

Product 1

HCID 86742255HCID 86742255, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 25 g. trans-2-p-hydroxyphenyl-5-pentyl-1,4-dioxane (obtainable by nitration of trans-2-phenyl-5-pentyl-1,4-dioxane, hydrogenation of the trans-2-p-nitrophenyl-5-pentyl-1,4-dioxane obtained to give trans-2-p-aminophenyl-5-pentyl-1,4-dioxane, diazotisation and hydrolysis), 6.9 g. K2CO3, 25 g. K2CO3, 25 g. hexyl iodide and 250 ml. DMF is heated, while stirring, for 16 hours at 80°, then cooled and up as usual. One obtains trans-2-p-hexoxyphenyl-5-pentyl-1,4-dioxane.

Workup

  1. customto give
  2. temperaturecooled

Sources & evidence

ORD record
ord-e2b8c31367b54ab6b2e251bddc460af9
Source dataset
uspto-grants-1988_07
Patent number
US04755323

Reaction notes

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