Hexane → HCID 18509415, compound

HRID 1356817Notes

Reaction equation

HRID 1356817 reaction equation
[CH2:1]([Li])CCC.CCCCCC.[CH3:12][C:13]([CH3:34])([CH3:33])[C:14]#[C:15]/[CH:16]=[CH:17]/[CH2:18][N:19]([CH2:23][C:24]1[CH:25]=[C:26]([C:30](=O)[CH3:31])[CH:27]=[CH:28][CH:29]=1)[CH:20]([CH3:22])[CH3:21]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:12][C:13]([CH3:34])([CH3:33])[C:14]#[C:15]/[CH:16]=[CH:17]/[CH2:18][N:19]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([CH3:1])=[CH2:31])[CH:25]=1)[CH:20]([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 8058HexaneHCID 18509482HCID 18509482, compoundHCID 178418339Butyllithium

Product 1

HCID 18509415HCID 18509415, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 74505Methyltriphenyliphosphonium bromideCatalyst

Procedure

The procedure described in Example 9 was repeated, except that methyl triphenylphosphonium bromide (2.88 g; 8.1 mmol), n-butyl lithium in n-hexane (1.56 M: 5.2 ml; 8.1 mmol), and Compound 40 (1.67 g; 5.4 mmol) were used, to thereby yield 1.50 g of the target compound (yield: 90.4%).

Sources & evidence

ORD record
ord-2f29828b9a654f89863b0f70724997a1
Source dataset
uspto-grants-2003_07
Patent number
US06586633B1

Reaction notes

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