Tetrahydrofuran → HCID 131733989, compound

HRID 712786Notes

Reaction equation

CO[C:3]1[CH:10]=[C:9]([C:11]#[C:12][Si:13]([CH:20]([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])[CH:14]([CH3:16])[CH3:15])[C:8]([O:23][CH2:24][CH3:25])=[CH:7][C:4]=1[CH:5]=O.[CH2:26]([O:28][C:29]1[CH:43]=[C:42]([I:44])[C:41]([O:45][CH3:46])=[CH:40][C:30]=1[CH2:31]P(=O)(OCC)OCC)[CH3:27].[H-].[Na+].O1CCC[CH2:50]1>>[CH2:26]([O:28][C:29]1[CH:43]=[C:42]([I:44])[C:41]([O:45][CH3:46])=[CH:40][C:30]=1/[CH:31]=[CH:5]/[C:4]1[C:3]([CH3:50])=[CH:10][C:9]([C:11]#[C:12][Si:13]([CH:14]([CH3:16])[CH3:15])([CH:20]([CH3:22])[CH3:21])[CH:17]([CH3:19])[CH3:18])=[C:8]([O:23][CH2:24][CH3:25])[CH:7]=1)[CH3:27]

Participants

Reactant 4

HCID 8028Tetrahydrofuran

HCID 24758Sodium hydride

HCID 86730618HCID 86730618, compound

HCID 86730621HCID 86730621, compound

Product 1

HCID 131733989HCID 131733989, compound

Procedure

The 2-methoxy-5-ethoxy-4-((tri-iso-propylsilyl)ethynyl)benzaldehyde and diethyl 2-ethoxy-4-iodo-5-methoxybenzylphosphonate can be added to a solution containing sodium hydride (NaH) dissolved in tetrahydrofuran (THF), yielding (E)-(4-(2-ethoxy-4-iodo-5-methoxystyryl)-(2-ethoxy-5-methylphenyl)ethynyl)tri-iso-propylsilane.

Sources & evidence

ORD record: ord-d4ded3ff1d324508bd704d98c90227e1
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181287B2

Reaction notes

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