2,2-Dimethoxypropane → HCID 10632081, compound

HRID 1158537Notes

Reaction equation

HRID 1158537 reaction equation
[OH:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].CO[C:15](OC)([CH3:17])[CH3:16]>C(Cl)(Cl)Cl>[CH2:6]([C@@H:2]1[O:1][C:15]([CH3:17])([CH3:16])[O:4][C:3]1=[O:5])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 64952,2-DimethoxypropaneHCID 4447183-Phenyllactic acid, (S)-

Product 1

HCID 10632081HCID 10632081, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of (S)-2-Hydroxy-3-phenyl-propionic acid (1.662 g, 10.0 mmol), 2,2-dimethoxypropane (8.328 g, 80.0 mmol) and PPTSA (1.257 g, 5.0 mmol) in chloroform was stirred at 70° C. for one hour, concentrated, dissolved in dichloromethane and purified on silica gel with 10% EtOAc-PE which gave the title compound (2.010 g, 97%) as a white solid.

Workup

  1. concentrationconcentrated
  2. dissolutiondissolved in dichloromethane
  3. custompurified on silica gel with 10% EtOAc-PE which

Sources & evidence

ORD record
ord-0384dacd74d8436a8039f0c5e410d62c
Source dataset
uspto-grants-2010_10
Patent number
US07807677B2

Reaction notes

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