Sulfuric Acid → PPG-4 LAURYL ETHER

HRID 867365Notes

Reaction equation

HRID 867365 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 andfurther 50 ml of 10% H2SO4 aqueous solution were added thereto. The ether layer was separated, dried with MgSO4 and filtrated. 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. filtrationfiltrated
  5. distillationEther was distilled off
  6. customto obtain the objective product at an yield of 12.0 g

Sources & evidence

ORD record
ord-9e73f75fac194b409c967bd117250a3d
Source dataset
uspto-grants-1988_10
Patent number
US04775223

Reaction notes

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