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

HRID 427923Notes

Reaction equation

HRID 427923 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-17988f3274ff4b2798e0223d4b1a2304
Source dataset
uspto-grants-2001_11
Patent number
US06313107B1

Reaction notes

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