2-(5-Methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazole → 2-(4-Methoxymethoxyphenyl)-4-methylbenzoxazole

HRID 855920Notes

Reaction equation

HRID 855920 reaction equation
COC1C=CC(OCOC)=C(C2OC3C=CC=C(C)C=3N=2)C=1.[CH3:23][O:24][CH2:25][O:26][C:27]1[CH:42]=[CH:41][C:30]([CH:31]=[N:32][C:33]2[C:38]([CH3:39])=[CH:37][CH:36]=[CH:35][C:34]=2[OH:40])=[CH:29][CH:28]=1>>[CH3:23][O:24][CH2:25][O:26][C:27]1[CH:42]=[CH:41][C:30]([C:31]2[O:40][C:34]3[CH:35]=[CH:36][CH:37]=[C:38]([CH3:39])[C:33]=3[N:32]=2)=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 219593252-(5-Methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazoleHCID 219593272-[(4-Methoxymethoxybenzylidene)amino]-3-methylphenol

Product 1

HCID 219593302-(4-Methoxymethoxyphenyl)-4-methylbenzoxazole

Procedure

2-(4-methoxymethoxyphenyl)-4-methylbenzoxazole (F11) was prepared in a similar manner for the preparation of 2-(5-methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazole (F8) by using 2-[(4-methoxymethoxybenzylidene)amino]-3-methylphenol (F7) (5.43 g, 20 mmol) instead of 2-[(5-methoxy-2-methoxymethoxybenzylidene)amino]-3-methylphenol (F4) in 92% (4.92 g): 1H-NMR (500 MHz, CDCl3) δ3.53 (s, 3H), 5.24 (s, 3H), 7.17 (d, 1H, J=9.0 Hz), 7.35 (d, 1H, J=9.0 Hz), 10.52 (s, 1H).

Sources & evidence

ORD record
ord-be1db4f881e542b3b7afc6178061aece
Source dataset
uspto-grants-2007_08
Patent number
US07262301B1

Reaction notes

Loading…