Thiophenol → 5-Fluoro-3-[1-hydroxy-2-methyl-1-(thiazol-2-yl)propyl]thiophenol

HRID 260433Notes

Reaction equation

HRID 260433 reaction equation
C1([SH:7])C=CC=CC=1.F[C:9]1[CH:10]=[C:11]([C:16]([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)=[O:17])[CH:12]=[C:13]([F:15])[CH:14]=1.[CH:23]([Mg]Br)([CH3:25])[CH3:24].C([Mg]Br)=C>C1COCC1>[F:15][C:13]1[CH:12]=[C:11]([C:16]([OH:17])([C:18]2[S:19][CH:20]=[CH:21][N:22]=2)[CH:23]([CH3:25])[CH3:24])[CH:10]=[C:9]([SH:7])[CH:14]=1

Participants

6

Reactant 4

HCID 7969Thiophenol3×HCID 19426944(3,5-Difluorophenyl)(thiazol-2-yl)methanoneHCID 178418365HCID 178418365, compoundHCID 178418507HCID 178418507, compound

Product 1

HCID 194269915-Fluoro-3-[1-hydroxy-2-methyl-1-(thiazol-2-yl)propyl]thiophenol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the procedure described for Thiophenol 2, Step 3 and Thiophenol 5, Steps 2 and 3 but substituting the ketone from Thiophenol 5, Step 1 for (3,5-difluorophenyl)(thiazol-2-yl)-methanone and isopropylmagnesium bromide (Aldrich) in THF for vinylmagnesium bromide as starting material the title compound was obtained.

Sources & evidence

ORD record
ord-ee43bc2193294dfcbe326ab381d6dd94
Source dataset
uspto-grants-1996_06
Patent number
US05527827

Reaction notes

Loading…