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

HRID 844705Notes

Reaction equation

HRID 844705 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][CH:13]=2)[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)=[CH:13][CH:14]=1)#[CH:19]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 22568904[4-(1-Benzyloxycyclopropyl)phenylethynyl]-trimethylsilane2×

Product 1

HCID 225689431-Ethynyl-4-(1-benzyloxycyclopropyl)-benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using General Procedure E; [4-(1-benzyloxycyclopropyl)-phenylethynyl]-trimethylsilane (Intermediate 70, 150.0 mg, 0.47 mmols) in methanol (6 mL) was treated with potassium carbonate (100.0 mg, 0.72 mmol) and stirred overnight at ambient temperature. The crude alkyne (115 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-562206ef85b64167aec4caaa2c3632c8
Source dataset
uspto-grants-2002_04
Patent number
US06380256B1

Reaction notes

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