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

HRID 427936Notes

Reaction equation

HRID 427936 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

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-4ed6e9803fdc4744bdec226586605870
Source dataset
uspto-grants-2001_11
Patent number
US06313107B1

Reaction notes

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