Water → HCID 19094964, compound

HRID 486364Notes

Reaction equation

HRID 486364 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH:5]([CH:8]=[O:9])[CH2:4][CH2:3]1.[CH2:10](O)[CH2:11][CH2:12][OH:13].O.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:1][CH:2]1[CH2:7][CH2:6][CH:5]([CH:8]2[O:13][CH2:12][CH2:11][CH2:10][O:9]2)[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 104421,3-PropanediolHCID 19095038HCID 19095038, compound

Product 1

HCID 19094964HCID 19094964, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 10.62 g of 4-chlorocyclohexanecarboxalde-hyde in 150 ml of toluene is treated with 11.5 ml of 1,3-propanediol and 1 g of Amberlyst® 15 and heated to boiling for 2 hours on a water separator while stirring. The reaction mixture is treated with 2 ml of triethylamine and, after cooling, is filtered. The filtrate is washed three times with 30 ml of water, dried over sodium sulphate and concentrated. There is obtained 2-(4-chlorocyclohexyl)-1,3-dioxane.

Workup

  1. temperatureheated
  2. temperatureafter cooling
  3. filtrationis filtered
  4. washThe filtrate is washed three times with 30 ml of water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-79324723b9124390827e87a100057239
Source dataset
uspto-grants-1994_03
Patent number
US05292452

Reaction notes

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