Phenylacetylene → HCID 11031167, compound

HRID 1452812Notes

Reaction equation

HRID 1452812 reaction equation
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I/[CH:10]=[CH:11]/[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>>[C:1]1([C:7]#[C:8]/[CH:10]=[CH:11]/[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 10821PhenylacetyleneHCID 11118103(1E)-1-Iodo-1-octene

Product 1

HCID 11031167HCID 11031167, compound

Procedure

The modified procedure was used to convert phenylacetylene and (E)-1-iodooctene to the title product. Purification by flash chromatography (light petroleum ether as eluent) afforded a clear oil (418 mg, 98% yield). The proton spectra obtained matches that of the analytically pure compound previously isolated (see Table 3, entry 5). 1H NMR (400 MHz, CDCl3) δ 7.42 (m, 2H), 7.28 (m, 3H), 6.24 (m, 1H), 5.66 (d, J=15.85, 1H), 2.15 (q, 2H), 1.42-1.29 (m, 8H), 0.89 (t, 3H).

Sources & evidence

ORD record
ord-ab9f48fddc5145b692988f41ea74a0c0
Source dataset
uspto-grants-2009_01
Patent number
US07473797B2

Reaction notes

Loading…