Potassium Carbonate → Benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-amine

HRID 841706Notes

Reaction equation

HRID 841706 reaction equation
[CH2:1]([NH:8][C:9]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[C:19][Si](C)(C)C)=[CH:14][CH:13]=2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:1]([NH:8][C:9]1([C:12]2[CH:13]=[CH:14][C:15]([C:18]#[CH:19])=[CH:16][CH:17]=2)[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568959Benzyl-[1-(4-trimethylsilanylethynyl-phenyl)cyclopropyl]-amine2×

Product 1

HCID 22568836Benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; benzyl-[1-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-amine (Intermediate 126, 85.0 mg, 0.27 mmol) in methanol (5 mL) was treated with potassium carbonate (50.0 mg, 0.37 mmol) and stirred overnight at ambient temperature. The crude alkyne (65 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-c6173e1e8ebc427a8814f5a31a47b59e
Source dataset
uspto-grants-2002_04
Patent number
US06369261B1

Reaction notes

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