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

HRID 381127Notes

Reaction equation

HRID 381127 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-trimethylsilanylethynylphenyl)-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-17526a46abc34549a662a5196f80086a
Source dataset
uspto-grants-2001_10
Patent number
US06303785B1

Reaction notes

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