Formaldehyde → HCID 20334610, compound

HRID 1706302Notes

Reaction equation

HRID 1706302 reaction equation
[CH3:1][C:2]([O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15])([CH2:5][OH:6])[CH2:3][OH:4].C=O.[C:18]1(C)C=CC(S(O)(=O)=O)=CC=1>CCCCCC>[CH3:1][C:2]1([O:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[CH2:5][O:6][CH2:18][O:4][CH2:3]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 14318123HCID 14318123, compound2×

Product 1

HCID 20334610HCID 20334610, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

This compound was prepared in the manner of Intermediate A using 6.00 g of 2-methyl-2-(2-methylbenzyloxy)-1,3-propanediol (Intermediate R), 1.66 g of paraformaldehyde, and 0.13 g of p-toluenesulfonic acid in 150 ml of dry hexane. The crude reaction product was distilled under reduced pressure using a short path distilling system to give in one fraction 3.64 g of 5-methyl-5-(2-methylbenzyloxy)-1,3-dioxane; bp 106°-108°/0.01 mm; ir and nmr spectra were consistent with the assigned structure.

Workup

  1. customThe crude reaction product
  2. distillationwas distilled under reduced pressure
  3. distillationdistilling system
  4. customto give in one fraction 3.64 g of 5-methyl-5-(2-methylbenzyloxy)-1,3-dioxane

Sources & evidence

ORD record
ord-f0d3d78a4a71467197a044993fb9192e
Source dataset
uspto-grants-1980_06
Patent number
US04207088

Reaction notes

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