Potassium Carbonate → [1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

HRID 381118Notes

Reaction equation

HRID 381118 reaction equation
[CH2:1]([NH: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)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2([NH:4][CH2:1][CH2:2][CH3:3])[CH2:6][CH2:7]2)=[CH:9][CH:10]=1)#[CH:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568956Propyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine2×

Product 1

HCID 22568926[1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; propyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine (Intermediate 119, 80.0 mg, 0.30 mmols) in methanol (8 mL) was treated with potassium carbonate (80.0 mg, 0.59 mmol) and stirred overnight at ambient temperature. The crude alkyne (58 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-333084c7a31842139d55999e06579145
Source dataset
uspto-grants-2001_10
Patent number
US06303785B1

Reaction notes

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