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Sodium Carbonate → trans-3'-[N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-ethylaminomethyl]acetophenone

HRID 1356820
Notes
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Reaction equation

HRID 1356820 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[CH:9][CH:10]=1)[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][CH:28]=[CH:29][C:30]#[C:31][C:32]([CH3:35])([CH3:34])[CH3:33]>>[CH3:33][C:32]([CH3:35])([CH3:34])[C:31]#[C:30]/[CH:29]=[CH:28]/[CH2:27][N:3]([CH2:4][C:5]1[CH:6]=[C:7]([C:11](=[O:13])[CH3:12])[CH:8]=[CH:9][CH:10]=1)[CH2:1][CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 185094903'-(N-Ethylaminomethyl)acetophenoneHCID 454895941-Bromo-6,6-dimethylhept-2-en-4-yne

Product 1

HCID 18509427trans-3'-[N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-ethylaminomethyl]acetophenoneYield 62.5%

Procedure

The procedure described in Example 13 was repeated, except that 3′-(N-ethylaminomethyl)acetophenone (1.24 g; 7 mmol), sodium carbonate (instead of potassium carbonate) (745 mg; 7 mmol), and 1-bromo-6,6-dimethyl-2-hepten-4-yn (1.41 g; 7 mmol) were used, to thereby yield 1.30 g of the target compound (yield: 62.5%).

Sources & evidence

ORD record
ord-362400ab657a43f0b66e2b09aeca1b2a
Source dataset
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06586633B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes