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

HRID 2299439Notes

Reaction equation

HRID 2299439 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-14bad0bf16234bf3a0fb5961c5ebd2c8
Source dataset
uspto-grants-2002_12
Patent number
US06495552B2

Reaction notes

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