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

HRID 1936140Notes

Reaction equation

HRID 1936140 reaction equation
[CH2:1]([N:8]([C:10]1([C:13]2[CH:18]=[CH:17][C:16]([C:19]#[C:20][Si](C)(C)C)=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[CH2:1]([N:8]([C:10]1([C:13]2[CH:14]=[CH:15][C:16]([C:19]#[CH:20])=[CH:17][CH:18]=2)[CH2:12][CH2:11]1)[CH3:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69548036Benzyl-[-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-methylamine2×

Product 1

HCID 22568949Benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-methylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; benzyl-[1-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-methylamine (Intermediate 131, 80.0 mg, 0.24 mmol) in methanol (5 mL) was treated with potassium carbonate (80.0 mg, 0.59 mmol) and stirred overnight at ambient temperature. The crude alkyne (60 mg, 99%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-ec094e7ea8394a7c9263c5972ee58786
Source dataset
uspto-grants-2002_05
Patent number
US06387951B1

Reaction notes

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