Sulfuric Acid → HCID 13685440, compound

HRID 1680992Notes

Reaction equation

HRID 1680992 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][CH3:28])[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][CH3:28]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 14793559HCID 14793559, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13685440HCID 13685440, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.2 g of LiAlH4 was added to 80 ml of ether and the mixture was stirred for 5 hours. To the mixture was added dropwise 13.6 g of (-)-ethyl-2-decyloxypropionate in the same manner as in Example 7, and the mixture was stirred for 15 minutes. Then, 50 ml of water and further 50 ml of 5% H2SO4 aqueous solution were added thereto. The ether layer was separated, dried with MgSO4 and filtrated. Ether was distilled off and the residue was subjected to distillation under reduced pressure, whereby 6.9 g of (+)-2-decyloxypropanol was obtained by collecting a fraction of 94°-96° C./1 mmHg.

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. distillationthe residue was subjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-1a60786b6d024b08963db5a2d82a2edd
Source dataset
uspto-grants-1992_12
Patent number
US05167857

Reaction notes

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