Isobutyric Acid → Ethyl dimethylhexanoate

HRID 1030627Notes

Reaction equation

HRID 1030627 reaction equation
[C:1]([OH:6])(=[O:5])[CH:2]([CH3:4])[CH3:3].[Li+].[CH3:8][CH:9]([N-]C(C)C)[CH3:10].[CH2:15](I)[CH2:16]CC.[CH2:20]1COCC1>CN(P(N(C)C)(N(C)C)=O)C>[CH3:3][C:2]([CH3:20])([CH2:4][CH2:8][CH2:9][CH3:10])[C:1]([O:6][CH2:15][CH3:16])=[O:5]

Participants

6

Reactant 4

HCID 6590Isobutyric AcidHCID 8028TetrahydrofuranHCID 10962Butyl iodideHCID 2724682Lithium diisopropylamide

Product 1

HCID 3024116Ethyl dimethylhexanoate

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

A solution of isobutyric acid (45 g) in THF was added to LDA prepared at -78° C. according to the conventional manner and stirred for one hour. A solution of butyl iodine (107 g) in dry HMPA was added, and stirred at -78° C. for one hour, and at room temperature for additional one hour. The crude product obtained after the conventional work-up was distilled.

Workup

  1. customprepared at -78° C.
  2. stirringstirred at -78° C. for one hour
  3. waitat room temperature for additional one hour

Sources & evidence

ORD record
ord-7c878114a4954bfbabeda2042cb709db
Source dataset
uspto-grants-1992_04
Patent number
US05106869

Reaction notes

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