Hydrochloric Acid → HCID 67094484, compound

HRID 1881163Notes

Reaction equation

HRID 1881163 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([O:22][CH3:23])[C:12]([O:14]CC3C=CC=CC=3)=[CH:13][C:7]=2[C:6]=1[Cl:24])=[O:4].Cl>C(O)(=O)C>[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([O:22][CH3:23])[C:12]([OH:14])=[CH:13][C:7]=2[C:6]=1[Cl:24])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67094184HCID 67094184, compound

Product 1

HCID 67094484HCID 67094484, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Chloro-5-benzyloxy-6-methoxy-benzo[b]thiophene-2-carboxylic acid methyl ester (0.7 g), acetic acid (17.5 ml) and concentrated hydrochloride acid (2.1 ml) was refluxed for six hours. The mixture was cooled and evaporated to dryness. The resultant mixture was extracted first into diethyl ether and then into a solution of 1M sodium hydroxide. The water phase was acidified with 6M hydrochloric acid. The solution was stirred in cool for two hours and filtered. The solid was washed with water and dried under vacuum. The product was a mixture of two compounds and it was used for the next step without any purification.

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated to dryness
  3. extractionThe resultant mixture was extracted first into diethyl ether
  4. temperaturein cool for two hours
  5. filtrationfiltered
  6. washThe solid was washed with water
  7. customdried under vacuum
  8. additiona mixture of two compounds and it
  9. customwas used for the next step without any purification

Sources & evidence

ORD record
ord-5ed720dd526a47b5ad663d685f173602
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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