Sulfuric Acid → HCID 13685438, compound

HRID 867363Notes

Reaction equation

HRID 867363 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][CH3:25])[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][CH3:25]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 14793558HCID 14793558, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13685438HCID 13685438, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.0 g of LiAlH4 was added to 62 ml of ether and the mixture was stirred for 3 hours. To the mixture wa added dropwise 14.6 g of (-)-ethyl-2-heptyloxypropionate in the same manner as in Example 2, and the mixture was stirred for 15 minutes. Then, a small amount of water and then 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 9.0 g. The optical rotation [α]D25° was +17.4°

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 9.0 g
  7. customwas +17.4°

Sources & evidence

ORD record
ord-2e423a17114841c0908d88f702760cd7
Source dataset
uspto-grants-1988_10
Patent number
US04775223

Reaction notes

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