Hydrochloric Acid → HCID 22052457, compound

HRID 1831810Notes

Reaction equation

HRID 1831810 reaction equation
C([O:3][C:4](=[O:28])[C:5]1[CH:10]=[C:9]([O:11][CH2:12][CH3:13])[C:8]([O:14][CH2:15][CH3:16])=[C:7]([O:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[Cl:27])[CH:6]=1)C.O.[OH-].[Na+].Cl>O1CCOCC1>[Cl:27][C:21]1[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=1[CH2:19][CH2:18][O:17][C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([O:11][CH2:12][CH3:13])[C:8]=1[O:14][CH2:15][CH3:16])[C:4]([OH:28])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69652280HCID 69652280, compound

Product 1

HCID 22052457HCID 22052457, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.66 g (1.54 mmol) of 3-[2-(2,4-Dichlorophenyl)-ethoxy]-4,5-diethoxy-benzoic acid ethyl ester was dissolved in 6 ml of dioxan. 5 ml of water and 2N aqueous NaOH was added to the solution to give a pH of 13. The reaction solution was heated at 60° C. for 4 h and stirred at room temperature for 16 h. The reaction solution was cooled to 0° C. and concentrated hydrochloric acid was added to give a pH of 1–2, whereupon the product precipitated from solution. The suspension was stirred for 30 min, then the product was filtered off and dried under reduced pressure.

Workup

  1. customto give a pH of 13
  2. temperatureThe reaction solution was cooled to 0° C.
  3. customto give a pH of 1–2
  4. customwhereupon the product precipitated from solution
  5. stirringThe suspension was stirred for 30 min
  6. filtrationthe product was filtered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-b42a572a723b4150879267d7221dd795
Source dataset
uspto-grants-2006_06
Patent number
US07067665B2

Reaction notes

Loading…