Potassium Carbonate → 4-Ethynyl-1-(1-isopropoxycyclopropyl)-2-ethyl-benzene

HRID 51745Notes

Reaction equation

HRID 51745 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][C:9]=2[CH2:20][CH3:21])[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]([CH3:2])[CH3:3])[CH2:6][CH2:7]2)=[C:9]([CH2:20][CH3:21])[CH:10]=1)#[CH:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568952HCID 22568952, compound2×

Product 1

HCID 225688574-Ethynyl-1-(1-isopropoxycyclopropyl)-2-ethyl-benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; [4-(1-isopropoxycyclopropyl)-3-ethyl-phenylethynyl]-trimethylsilane (Intermediate 94, 330.0 mg, 1.10 mmols) in methanol (10 mL) was treated with potassium carbonate (150.0 mg, 1.10 mmol) and stirred overnight at ambient temperature. The crude alkyne (238 mg, 95%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-6c6a6f8959cd4a49823dce3686eca864
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Reaction notes

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