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

HRID 1091231Notes

Reaction equation

HRID 1091231 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-1bfd58b8690a44f7a0ff251a4d1eafe0
Source dataset
uspto-grants-2012_03
Patent number
US08129358B2

Reaction notes

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