N-(4-Methoxybenzylidene)aniline → 1-Methoxy-4-(phenylethynyl)benzene

HRID 2253871Notes

Reaction equation

HRID 2253871 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=NC2C=CC=CC=2)=[CH:5][CH:4]=1>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]#[C:9][C:6]2[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=2)=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 98633N-(4-Methoxybenzylidene)aniline

Product 1

HCID 6104021-Methoxy-4-(phenylethynyl)benzeneYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Procedure similar to that of Example 16 using [phenylmethyl]-1Hbenzotriazole (10 mmol) and N-[(4-methoxyphenyl)methylene]benzenamine (10 mmol): 67% yield: mp 57°-58° C. (MeOH) (lit.1 58°-60° C.); 1H NMR (300 MHz, CDCl3) δ 3.84 (s, 3H, OCH3), 6.89 (d, 1.9H, 2H, C(3 and 5)H), 7.30-7.38 (m, 3H(), 7.45-7.54 (m, 4H).

Sources & evidence

ORD record
ord-f197fb5bbe484db4821af94e9bd0a1de
Source dataset
uspto-grants-1993_08
Patent number
US05233046

Reaction notes

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