2-(5-Methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazole → 2-(2,5-Dimethoxyphenyl)-4-methylbenzoxazole

HRID 855919Notes

Reaction equation

HRID 855919 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([O:19][CH2:20]OC)=[C:7]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:12]=3[N:13]=2)[CH:8]=1.COC1C=CC(OC)=CC=1C=NC1C(C)=CC=CC=1O>>[CH3:20][O:19][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][C:7]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[C:12]=2[N:13]=1

Participants

3

Reactant 2

HCID 219593252-(5-Methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazoleHCID 219593342-[(2,5-Dimethoxybenzylidene)amino]-3-methylphenol

Product 1

HCID 219593212-(2,5-Dimethoxyphenyl)-4-methylbenzoxazole

Procedure

2-(2,5-dimethoxyphenyl)-4-methylbenzoxazole (F10) was prepared in a similar manner for the preparation of 2-(5-methoxy-2-methoxymethoxyphenyl)-4-methylbenzoxazole (F8) by using 2-[(2,5-dimethoxybenzylidene)amino]-3-methylphenol (F7) (5.43 g, 20 mmol) instead of 2-[(5-methoxy-2-methoxymethoxybenzylidene)amino]-3-methylphenol (F4) in 85% (4.55 g): 1H-NMR (500 MHz, CDCl3) δ3.53 (s, 3H), 5.24 (s, 3H), 7.17 (d, H, J=9.0 Hz), 7.35 (d, 1H, J=9.0 Hz), 10.52 (s, 1H).

Sources & evidence

ORD record
ord-3402ca2436cc468cb47677fda49bb8c0
Source dataset
uspto-grants-2007_08
Patent number
US07262301B1

Reaction notes

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