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

HRID 51719Notes

Reaction equation

HRID 51719 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 (15 mg, 100%) was used directly in the next reaction.

Sources & evidence

ORD record
ord-f08dbc14ed5d480d907a0d75c5a787a1
Source dataset
uspto-grants-2004_03
Patent number
US06713647B2

Reaction notes

Loading…