Hexanal → HCID 86744107, compound

HRID 1657548Notes

Reaction equation

HRID 1657548 reaction equation
C([Li:5])C[CH2:3][CH3:4].[CH:6]([N-:9][CH:10]([CH3:12])[CH3:11])([CH3:8])[CH3:7].[CH3:13][C:14](C)([O-:16])C.[K+].C(=O)CCCCC>CCCCCC.CCOCC>[CH:6]([N-:9][CH:10]([CH3:12])[CH3:11])([CH3:8])[CH3:7].[Li+:5].[CH3:13][CH2:14][O:16][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 6184HexanalHCID 5062348DiisopropylamideHCID 23665647Potassium tert-butoxideHCID 178418339Butyllithium

Product 1

HCID 86744107HCID 86744107, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

67 ml (0.11 M) of a 1.6 N solution of butyllithium in hexane were treated at 0° with 11.1 g (0.11 M) of diisopropylamide, and the reaction mixture was kept at 0° under stirring during 30 min. To this reaction mixture there was then added 1 g of potassium ter-butoxide followed by 24.5 g (0.05 M) of 4-bromo-pent-2trans-en-1-yl triphenylphosphonium bromide and the mixture obtained was kept under stirring during 18 h at 23°, whereupon a solution of 5 g (0.05 M) of hexanal in 35 ml of anhydrous ether at 8°-15° was added thereto.

Workup

  1. customwas kept at 0°
  2. customthe mixture obtained
  3. additionwas added

Sources & evidence

ORD record
ord-5ee318e462ee41e09b4b679f5f310385
Source dataset
uspto-grants-1976_06
Patent number
US03960977

Reaction notes

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