Ethyl isobutyrate → Ethyl dimethylhexanoate

HRID 1768930Notes

Reaction equation

HRID 1768930 reaction equation
[Li+].[CH3:2][CH:3]([N-]C(C)C)[CH3:4].[C:9]([O:14][CH2:15][CH3:16])(=[O:13])[CH:10]([CH3:12])[CH3:11].[CH3:17]N(P(N(C)C)(N(C)C)=O)C.C(I)CCC>C1COCC1>[CH3:11][C:10]([CH3:17])([CH2:12][CH2:2][CH2:3][CH3:4])[C:9]([O:14][CH2:15][CH3:16])=[O:13]

Participants

6

Reactant 4

HCID 7342Ethyl isobutyrateHCID 10962Butyl iodideHCID 12679HexamethylphosphoramideHCID 2724682Lithium diisopropylamide

Product 1

HCID 3024116Ethyl dimethylhexanoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To LDA prepared at -78° C. in the usual manner was added ethyl isobutyrate (45 g) in THF, and stirred for 1 h. A dry HMPA solution of butyl iodide (107 g) was added, and the mixture was stirred at -78° C. for 1 h and then at room temperature for additional 1 h.

Workup

  1. stirringthe mixture was stirred at -78° C. for 1 h
  2. customat room temperature
  3. customfor additional 1 h.

Sources & evidence

ORD record
ord-d997d6d94a8b4bb5b90627942a1459d4
Source dataset
uspto-grants-1995_01
Patent number
US05380709

Reaction notes

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