Glyceric acid → Solketal

HRID 482714

Reaction equation

HRID 482714 reaction equation
[OH:1][CH:2]([CH2:6][OH:7])[C:3]([OH:5])=O.CO[C:10](OC)([CH3:12])[CH3:11].C(O)[C@H](O)C(O)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH3:11][C:10]1([CH3:12])[O:1][CH:2]([CH2:3][OH:5])[CH2:6][O:7]1

Participants

5

Reactant 4

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

Product 1

HCID 7528Solketal

Procedure

Alternatively, the 2,3-dihydroxypropanoic acid (D- or L-glyceric acid) is reacted with 2,2-dimethoxypropane without lower alcohol present 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-2a265e764ef74be3891a82215fae5017
Source dataset
uspto-grants-1986_03
Patent number
US04575558

Linked notes

Loading…