Methanol → 2-Fluoro-4-(3-methoxypropyl)-1-triphenylmethylimidazole

HRID 2412498Notes

Reaction equation

HRID 2412498 reaction equation
[F:1][C:2]1[N:3]([C:15]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:4]=[C:5]([CH2:7][CH2:8][CH2:9][O:10]S(C)(=O)=O)[N:6]=1.[Na].[CH3:35]O>>[F:1][C:2]1[N:3]([C:15]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:4]=[C:5]([CH2:7][CH2:8][CH2:9][O:10][CH3:35])[N:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 204324122-Fluoro-4-(3-methanesulphonyloxypropyl)-1-triphenylmethylimidazole

Product 1

HCID 204323362-Fluoro-4-(3-methoxypropyl)-1-triphenylmethylimidazole

Procedure

A solution of 2-fluoro-4-(3-methanesulphonyloxypropyl)-1-triphenylmethylimidazole in MeOH was treated with sodium metal and stirred at 65°. Work-up as for the starting material of Example 9 gave 2-fluoro-4-(3-methoxypropyl)-1-triphenylmethylimidazole, having the following n.m.r. in CDCl3 : 1.87 (m, 2H); 2.45 (t, 2H); 3.26 (s, 3H); 3.33 (t, 2H); 6.21 (s, 1H); 7.0-7.5 (m, 15H).

Sources & evidence

ORD record
ord-77916e1cebfe4908860595c79a2f4724
Source dataset
uspto-grants-1985_01
Patent number
US04492692

Reaction notes

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