Methyl 2-mercapto-5-trifluoromethylbenzoate → Methyl 3-(3-hydroxybenzo[b]thiophen-2-yl)acrylate

HRID 978095Notes

Reaction equation

HRID 978095 reaction equation
C([O-])(=O)C1C(=CC=CC=1)S.COC(=O)C1C(=CC=C(C(F)(F)F)C=1)S.[OH:26][C:27]1[C:28]2[CH:41]=[C:40](C(F)(F)F)[CH:39]=[CH:38][C:29]=2[S:30][C:31]=1[CH:32]=[CH:33][C:34]([O:36][CH3:37])=[O:35]>>[OH:26][C:27]1[C:28]2[CH:41]=[CH:40][CH:39]=[CH:38][C:29]=2[S:30][C:31]=1[CH:32]=[CH:33][C:34]([O:36][CH3:37])=[O:35]

Participants

4

Reactant 3

HCID 13787739Methyl 2-mercapto-5-trifluoromethylbenzoateHCID 54728137Methyl 3-(3-hydroxy-5-(trifluoromethyl)benzo[b]thiophene-2-yl)acrylateHCID 1785243182-sulfanylbenzoate

Product 1

HCID 54738140Methyl 3-(3-hydroxybenzo[b]thiophen-2-yl)acrylate

Procedure

When the starting thiosalicylate of the above example was replaced by 5-(trifluoromethyl)thiosalicyclic acid methyl ester, methyl 3-(3-hydroxy-5-(trifluoromethyl)benzo[b]thiophene-2-yl)acrylate, an off-white solid m/z 302 (M+.) was obtained.

Workup

  1. customan off-white solid m/z 302 (M+.) was obtained

Sources & evidence

ORD record
ord-571a939507694d5a825d7d6e951e4808
Source dataset
uspto-grants-1987_05
Patent number
US04663344

Reaction notes

Loading…