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

HRID 841401Notes

Reaction equation

HRID 841401 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-bd00fd1a5f5849f080b8b45cdad553e4
Source dataset
uspto-grants-2002_04
Patent number
US06369225B1

Reaction notes

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