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

HRID 278777
Notes
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Reaction equation

HRID 278777 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
ParticipantsProcedureSources & evidenceReaction notes

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-2495b2a601774a2a8ff706dd52fbc9bd
Source dataset
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06359135B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes