Sodium Carbonate → HCID 18509427, compound

HRID 1356820Notes

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]

Participants

Reactant 4

HCID 10340Sodium Carbonate

HCID 11430Potassium Carbonate

HCID 185094903'-(N-Ethylaminomethyl)acetophenone

HCID 454895941-Bromo-6,6-dimethylhept-2-en-4-yne

Product 1

HCID 18509427HCID 18509427, compoundYield 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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