Sulfuric Acid → PPG-4 LAURYL ETHER

HRID 1680993Notes

Reaction equation

HRID 1680993 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].CCOCC.C([O:14][C:15](=O)[CH:16]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH3:17])C.OS(O)(=O)=O>O>[CH2:19]([O:18][CH:16]([CH3:17])[CH2:15][OH:14])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 14793560HCID 14793560, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9834713PPG-4 LAURYL ETHER

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.9 g of LiAlH4 was added to 70 ml of ether and the mixture was stirred for 4 hours. To the mixture was added dropwise 16.9 g of (-)-ethyl-2-dodecyloxypropionate in the same manner as in Example 3, and the mixture was stirred for 15 minutes. Then, 50 ml of deionized water and further 50 ml of 10% H2SO4 aqueous solution were added thereto. The ether layer was separated, dried with MgSO4 and filtered. Ether was distilled off to obtain the objective product at an yield of 12.0 g. The product showed the following properties:

Workup

  1. stirringthe mixture was stirred for 15 minutes
  2. customThe ether layer was separated
  3. dry with materialdried with MgSO4
  4. filtrationfiltered
  5. distillationEther was distilled off
  6. customto obtain the objective product at an yield of 12.0 g

Sources & evidence

ORD record
ord-2d79ced9cc6b4423aa2fc485245c0441
Source dataset
uspto-grants-1992_12
Patent number
US05167857

Reaction notes

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