Glyceric acid → Solketal

HRID 482713

Reaction equation

HRID 482713 reaction equation
[C:1]([OH:7])(=O)[CH:2]([CH2:4][OH:5])[OH:3].CO[C:10](OC)([CH3:12])[CH3:11].C(O)[C@H](O)C(O)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CO>[CH3:11][C:10]1([CH3:12])[O:3][CH:2]([CH2:4][OH:5])[CH2:1][O:7]1

Participants

6

Reactant 4

HCID 752Glyceric acidHCID 64952,2-DimethoxypropaneHCID 6326776L-Glyceric acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 7528Solketal

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Alternatively, the glyceric acid can be reacted with the 2,2-dimethoxypropane without methanol to prepare 2,3-O-isopropylidene D- or L-glyceric acid which is then reacted with lithium aluminum hydride to produce the solketal.

Sources & evidence

ORD record
ord-12372ba251834ee4b61c179f32962dcb
Source dataset
uspto-grants-1986_03
Patent number
US04575558

Linked notes

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