Hydrochloric Acid → HCID 22997622, compound

HRID 1166214Notes

Reaction equation

HRID 1166214 reaction equation
C([O:3][C:4](=[O:15])[C:5]([C:7]1[S:8][C:9]([Cl:14])=[C:10]([Cl:13])[C:11]=1[Cl:12])=[O:6])C.Cl>CC(C)=O.O>[Cl:12][C:11]1[C:10]([Cl:13])=[C:9]([Cl:14])[S:8][C:7]=1[C:5](=[O:6])[C:4]([OH:15])=[O:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69968502HCID 69968502, compound

Product 1

HCID 22997622HCID 22997622, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A solution of (3,4,5-trichlorothiophen-2-yl)-oxo-acetic acid ethyl ester (0.25 g, 0.86 mmol) in acetone (6 ml), water (2 ml), and conc. HCl (6 ml) was stirred under reflux for 1.5 hours. The reaction mixture was allowed to cool to ambient temperature then evaporation of acetone gave rise to solids which were collected, washed with water and dried. (3,4,5-trichlorothiophen-2-yl)-oxo-acetic acid was thus obtained as a light yellow solid (99 mg, 50%). MS (M−H)−: 258.74; 13C NMR (75 MHz, DMSO-d6) δ174.16, 162.74, 134.73, 130.43, 125.92, 125.26. IR (KBr) cm−1 3547.5, 2855.3, 2515.5, 1924.8, 1716.3, 1667.1, 1405.7, 1339.7, 1305.4

Workup

  1. temperatureunder reflux for 1.5 hours
  2. customevaporation of acetone
  3. customgave rise to solids which
  4. customwere collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-7f00d4d1f30c4dca86bc567a89ca21bb
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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