Hexane → HCID 86759054, compound

HRID 1356781Notes

Reaction equation

HRID 1356781 reaction equation
[CH2:1]([Li])CCC.CCCCCC.[CH3:12][C:13]([CH3:32])([CH3:31])[C:14]#[C:15]/[CH:16]=[CH:17]\[CH2:18][N:19]([CH2:21][C:22]1[CH:23]=[C:24]([C:28](=O)[CH3:29])[CH:25]=[CH:26][CH:27]=1)[CH3:20]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:12][C:13]([CH3:32])([CH3:31])[C:14]#[C:15]/[CH:16]=[CH:17]\[CH2:18][N:19]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([CH3:1])=[CH2:29])[CH:23]=1)[CH3:20]

Participants

5

Reactant 3

HCID 8058HexaneHCID 86759053HCID 86759053, compoundHCID 178418339Butyllithium

Product 1

HCID 86759054HCID 86759054, compoundYield 14%

Reagents, catalysts & solvents 1

HCID 74505Methyltriphenyliphosphonium bromideCatalyst

Procedure

The procedure described in Example 2 was repeated, except that methyl triphenylphosphonium bromide (7.65 g; 21.4 mmol), n-butyl lithium in n-hexane (1.63 M: 4.4 ml; 23.5 mmol), and Compound 4 (7.65 g; 21.4 mmol) were used, to thereby yield 0.65 g of the target compound (yield: 14.0%).

Sources & evidence

ORD record
ord-82fbadeb03d345fc9b0616322feef8ee
Source dataset
uspto-grants-2003_07
Patent number
US06586633B1

Reaction notes

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