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

HRID 427927Notes

Reaction equation

HRID 427927 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-032b9ce563ce4761bdb46e27bb73fd91
Source dataset
uspto-grants-2001_11
Patent number
US06313107B1

Reaction notes

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