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Potassium Carbonate → [1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

HRID 278762
Notes
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Reaction equation

HRID 278762 reaction equation
[CH2:1]([NH:4][C:5]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][Si](C)(C)C)=[CH:10][CH:9]=2)[CH2:7][CH2:6]1)[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2([NH:4][CH2:1][CH2:2][CH3:3])[CH2:6][CH2:7]2)=[CH:9][CH:10]=1)#[CH:15]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568956Propyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine2×

Product 1

HCID 22568926[1-(4-Ethynylphenyl)-cyclopropyl]-propylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; propyl-[1-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-amine (Intermediate 119, 80.0 mg, 0.30 mmols) in methanol (8 mL) was treated with potassium carbonate (80.0 mg, 0.59 mmol) and stirred overnight at ambient temperature. The crude alkyne (58 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-cbc21d105709464283b4c70667a03e6c
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