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

HRID 1597008Notes

Reaction equation

HRID 1597008 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-94409a6a4b2d4b278ad25f794160bc75
Source dataset
uspto-grants-2001_09
Patent number
US06291677B1

Reaction notes

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