Potassium Carbonate → 1-Ethynyl-4-(1-benzyloxycyclopropyl)-3-ethyl-benzene

HRID 1935878Notes

Reaction equation

HRID 1935878 reaction equation
[CH2:1]([O:8][C:9]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[C:19][Si](C)(C)C)=[CH:14][C:13]=2[CH2:24][CH3:25])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([C:9]2([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH2:10]2)=[C:13]([CH2:24][CH3:25])[CH:14]=1)#[CH:19]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568833[4-(1-Benzyloxycyclopropyl)-3-ethyl-phenylethynyl]-trimethylsilane2×

Product 1

HCID 225689831-Ethynyl-4-(1-benzyloxycyclopropyl)-3-ethyl-benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; [4-(1-benzyloxycyclopropyl)-3-ethyl-phenylethynyl]-trimethylsilane (Intermediate 89, 240 mg, 0.69 mmol) in methanol (6 mL) was treated with potassium carbonate (10.0 mg, 0.72 mmol) and stirred overnight at ambient temperature. The crude alkyne (190 mg, 99%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-e2b91213e4014b549c9d075ad7fafd7f
Source dataset
uspto-grants-2002_05
Patent number
US06387892B1

Reaction notes

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