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

HRID 1161779Notes

Reaction equation

HRID 1161779 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 17-1 (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 17-2 was purified by distillation under vacuum.

Workup

  1. additionwere added
  2. customAs much solvent as possible was removed in vacuo and 17-2
  3. distillationwas purified by distillation under vacuum

Sources & evidence

ORD record
ord-3ee7601256674c989ab645a15d75bb73
Source dataset
uspto-grants-2010_10
Patent number
US07820646B2

Reaction notes

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