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

HRID 1597000Notes

Reaction equation

HRID 1597000 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 Pocedure 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-85f0650116ae44fbaf842b410682455e
Source dataset
uspto-grants-2001_09
Patent number
US06291677B1

Reaction notes

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