5-Benzyloxy-2,2-dimethyl-1,3-dioxane → 2-(Phenylmethoxy)-1,3-propanediol

HRID 1645543

Reaction equation

HRID 1645543 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:14][O:13]C(C)(C)[O:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO>[CH2:1]([O:8][CH:9]([CH2:10][OH:11])[CH2:14][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 203648895-Benzyloxy-2,2-dimethyl-1,3-dioxane

Product 1

HCID 2035672-(Phenylmethoxy)-1,3-propanediolYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol (50 ml) solution of the 5-(benzyloxy)-2,2-dimethyl-1,3-dioxane (6.5 g, 29.2 mmol) obtained in the step (9b), DOWEX(R) 50W-X8 (5 g) was added and stirred at room temperature. After 2 hours, the reaction mixture was filtered and concentrated to obtain the title compound (5.0 g, 93.8%) as a colorless oil.

Workup

  1. additionwas added
  2. filtrationthe reaction mixture was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-ca7accb0a7f343e28645d1fab8d4f783
Source dataset
uspto-grants-2012_02
Patent number
US08124780B2

Linked notes

Loading…