Water → PPG-4 LAURYL ETHER

HRID 1196435Notes

Reaction equation

HRID 1196435 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10](=O)[CH:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH3:12])C.O.OS(O)(=O)=O>CCOCC>[CH2:14]([O:13][CH:11]([CH3:12])[CH2:10][OH:9])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 14793560HCID 14793560, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 9834713PPG-4 LAURYL ETHER

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

1.9 g of LiAlH4 was added to 70 ml ether and the mixture was stirred for 4 hours. To the resultant mixture was added dropwise a solution of 16.5 g of (-)-ethyl-2-dodecyloxypropionate dissolved in 10 ml of ether. After completion of the dropwise addition, stirring was continued for 15 minutes. 50 ml of deionized water was added, and further 50 ml of 10% aqueous H2SO4 was added. The ether layer was separated and dried over anhydrous MgSO4. After drying, ether was evaporated. Yield: 12.0 g. Optical rotation [α]D26° =+11.1°.

Workup

  1. additionAfter completion of the dropwise addition
  2. stirringstirring
  3. waitwas continued for 15 minutes
  4. customThe ether layer was separated
  5. dry with materialdried over anhydrous MgSO4
  6. customAfter drying
  7. customether was evaporated
  8. customOptical rotation [α]D26° =+11.1°

Sources & evidence

ORD record
ord-062358573b8e4990b5681d565e7e80c6
Source dataset
uspto-grants-1992_05
Patent number
US05114613

Reaction notes

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