Potassium Carbonate → 1-(4-Ethynylphenyl)-cyclopropyl-dipropylamine

HRID 51778Notes

Reaction equation

HRID 51778 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[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([N:4]([CH2:20][CH2:21][CH3:22])[CH2:1][CH2:2][CH3:3])[CH2:6][CH2:7]2)=[CH:9][CH:10]=1)#[CH:15]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568945Dipropyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine2×

Product 1

HCID 225689121-(4-Ethynylphenyl)-cyclopropyl-dipropylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; dipropyl-[1-(4-trimethylsilanylethynyl-phenyl)-cyclopropyl]-amine (Intermediate 122, 45.0 mg, 0.14 mmols) in methanol (5 mL) was treated with potassium carbonate (50.0 mg, 0.37 mmol) and stirred overnight at ambient temperature. The crude alkyne (34 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-26983194240d47a6bcfe802ef1a83504
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Reaction notes

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