Thionyl Chloride → 3-Methylbenzo[b]thiophene-2-acetyl chloride

HRID 975856Notes

Reaction equation

HRID 975856 reaction equation
[CH3:1][C:2]1[C:3]2[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=2[S:5][C:6]=1[CH2:7][C:8](O)=[O:9].S(Cl)([Cl:17])=O>>[CH3:1][C:2]1[C:3]2[C:4](=[CH:11][CH:12]=[CH:13][CH:14]=2)[S:5][C:6]=1[CH2:7][C:8]([Cl:17])=[O:9]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 27798673-Methylbenzo[b]thiophene-2-acetic acid

Product 1

HCID 218370343-Methylbenzo[b]thiophene-2-acetyl chloride

Procedure

A mixture of 2.0 g of 3-methylbenzo[b]-thiophene-2-acetic acid and 19.4 ml of thionyl chloride is heated at reflux for 1 hour. The volatiles are evaporated in vacuo to give a residue which is concentrated from toluene three times and dried under vacuum to give 2.25 g of the desired product as a residue.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 1 hour
  3. customThe volatiles are evaporated in vacuo
  4. customto give a residue which
  5. concentrationis concentrated from toluene three times
  6. customdried under vacuum

Sources & evidence

ORD record
ord-09c071a8cd0c44fc96fb72165596b2db
Source dataset
uspto-grants-1997_03
Patent number
US05610156

Reaction notes

Loading…