Hydrochloric Acid → HCID 13290194, compound

HRID 370954Notes

Reaction equation

HRID 370954 reaction equation
C([O:3][C:4](=[O:22])[CH2:5][O:6][C:7]1[C:19]([Cl:20])=[C:18]([Cl:21])[C:10]2[S:11][C:12]3[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=3[C:9]=2[CH:8]=1)C.Cl>C(O)C.[OH-].[Na+]>[Cl:20][C:19]1[C:7]([O:6][CH2:5][C:4]([OH:22])=[O:3])=[CH:8][C:9]2[C:13]3[CH2:14][CH2:15][CH2:16][CH2:17][C:12]=3[S:11][C:10]=2[C:18]=1[Cl:21]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13290190HCID 13290190, compound

Product 1

HCID 13290194HCID 13290194, compoundYield 81.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A suspension of 3.2 g of ethyl[(3,4-dichloro-6,7,8,9-tetrahydro dibenzothien-2-yl)oxy]acetate in 30 ml of 95% ethanol and 300 ml of 20% sodium hydroxide solution is stirred at reflux for 2 hours. The mixture is cooled, acidified with conc. hydrochloric acid and the resultant suspension is stirred in the cold for 30 minutes before filtration. The air dried product is recrystallized from 70 to 95% ethanol to give 2.41 g of [(3,4-dichloro-6,7,8,9-tetrahydodibenzothien-2-yl)oxy]acetic acid as fine needles, mp 257°-259°.

Workup

  1. temperatureat reflux for 2 hours
  2. temperatureThe mixture is cooled
  3. filtrationbefore filtration
  4. customThe air dried product is recrystallized from 70 to 95% ethanol

Sources & evidence

ORD record
ord-4fd4a4885e1b45e4bb934e889e2be2f2
Source dataset
uspto-grants-1985_07
Patent number
US04528399

Reaction notes

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