Potassium Carbonate → 1-Ethynyl-4-(1-isopropoxycyclopropyl)-benzene

HRID 395103Notes

Reaction equation

HRID 395103 reaction equation
[CH:1]([O:4][C:5]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][Si](C)(C)C)=[CH:10][CH:9]=2)[CH2:7][CH2:6]1)([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2([O:4][CH:1]([CH3:3])[CH3:2])[CH2:6][CH2:7]2)=[CH:9][CH:10]=1)#[CH:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568899[4-(1-Isopropoxycyclopropyl)phenylethynyl]-trimethylsilane2×

Product 1

HCID 225688581-Ethynyl-4-(1-isopropoxycyclopropyl)-benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; [4-(1-isopropoxycyclopropyl)-phenylethynyl]-trimethylsilane (Intermediate 65, 260.0 mg, 0.96 mmol) in methanol (10 mL) was treated with potassium carbonate (100.0 mg, 0.72 mmol) and stirred overnight at ambient temperature. The crude alkyne (220 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-e06519f9937c4dddb9089d889d488a9a
Source dataset
uspto-grants-2003_08
Patent number
US06603019B2

Reaction notes

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