Hexane → HCID 53841034, compound

HRID 2231386Notes

Reaction equation

HRID 2231386 reaction equation
[I-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCCCCC.[CH2:28]([Li])[CH2:29][CH2:30][CH3:31].C[C:34]1[O:35][C:36]([C:43](OC)(OC)[CH2:44]C)=[C:37](C)[C:38](=[O:41])[C:39]=1[CH3:40]>CCOCC>[CH3:28][CH:29]1[CH:30]([CH3:31])[C:34](=[O:35])[C:39]([CH3:40])=[C:38]([CH:37]=[CH:36][CH2:43][CH3:44])[O:41]1

Participants

6

Reactant 4

HCID 8058HexaneHCID 638159Methyltriphenylphosphonium iodideHCID 21286947HCID 21286947, compoundHCID 178418339Butyllithium

Product 1

HCID 53841034HCID 53841034, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

40.4 g (0.1 moles) of methyltriphenylphosphonium iodide were suspended in 400 ml of anhydrous ether under argon gas flow. After cooling the mixture to 0° C., 90 ml (0.15 moles) of a hexane solution of n-butyl lithium were dripped. 19.6 g (0.1 moles) of 2,3-dihydro-2,3,5-trimethyl-6-(2-methyl-1-oxoethyl)-4H-pyran-4-on obtained in Example 3 were added dripwise to the mixture solution, and the mixture was agitated for 1 hour to obtain 10.1 g of 2,3-dihydro-2,3,5-trimethyl-6-(3-methyl-1-propenyl)-4H-pyran-4-one. The yield was 56%.

Sources & evidence

ORD record
ord-1a7e3155f3354008ad0691cb00cf3fac
Source dataset
uspto-grants-1988_11
Patent number
US04782168

Reaction notes

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