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

HRID 1861458Notes

Reaction equation

HRID 1861458 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-13716b71e1b3454a897eb8e232f2300a
Source dataset
uspto-grants-2003_03
Patent number
US06531599B2

Reaction notes

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