2,2-Dimethoxypropane → (2,2-Dimethyl-1,3-dioxan-5-yl)methanol

HRID 600912Notes

Reaction equation

HRID 600912 reaction equation
[CH3:1][O:2][C:3]([O:6][CH3:7])([CH3:5])[CH3:4].[OH2:8].[C:9]1([CH3:19])C=CC(S(O)(=O)=O)=CC=1>CN(C=O)C>[CH3:4][C:3]1([CH3:5])[O:6][CH2:7][CH:19]([CH2:9][OH:8])[CH2:1][O:2]1

Participants

4

Reactant 2

HCID 64952,2-DimethoxypropaneHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 3584869(2,2-Dimethyl-1,3-dioxan-5-yl)methanol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Triol 3-1 (1 eq.) was dissolved in DMF at a concentration of approximately 0.5 M and 2,2-dimethoxypropane (1.16 eq.) and p-toluenesulfonic acid monohydrate (0.03 eq.) were added. The solution was stirred for one or more days, and was quenched with TEA (0.5 eq.). As much solvent as possible was removed in vacuo and the remainder was purified by distillation under vacuum.

Workup

  1. additionwere added
  2. customAs much solvent as possible was removed in vacuo
  3. distillationthe remainder was purified by distillation under vacuum

Sources & evidence

ORD record
ord-787b440b1074407fa4d7b162434d6b86
Source dataset
uspto-grants-2011_03
Patent number
US07902240B2

Reaction notes

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