Water → (R)-3-(benzyloxy)propane-1,2-diol

HRID 1690711Notes

Reaction equation

HRID 1690711 reaction equation
C[C:2]1([CH3:9])[O:6][C@@H:5]([CH2:7][OH:8])[CH2:4][O:3]1.C(Cl)[C:11]1[CH:16]=[CH:15]C=[CH:13][CH:12]=1.O.C(OC(C)C)(C)C>CC1C=CC(C)=CC=1>[CH2:2]([O:3][CH2:4][C@H:5]([OH:6])[CH2:7][OH:8])[C:9]1[CH:15]=[CH:16][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 7914Diisopropyl EtherHCID 736057(+)-Solketal

Product 1

HCID 2724795(R)-3-(benzyloxy)propane-1,2-diol

Reagents, catalysts & solvents 1

HCID 7809P-XyleneSolvent

Procedure

To this end, 1,2-isopropylidene-sn-glycerol is dissolved in p-xylene and stirred with the addition of potassium-tert.-butylate and benzyl chloride. Upon completion of the reaction, water and diisopropyl ether are added in equal parts; and a phase separation is carried out. The 3-benzyl-sn-glycerol in the upper phase is obtained by evaporation and subjected to additional cleaning steps.

Workup

  1. additionare added in equal parts
  2. customand a phase separation

Sources & evidence

ORD record
ord-b013f26aba9a4d79b1aa64758794e654
Source dataset
uspto-grants-2012_04
Patent number
US08153676B2

Reaction notes

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