Hydrochloric Acid → HCID 13663054, compound

HRID 280585Notes

Reaction equation

HRID 280585 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]([C:7]1[CH:16]=[CH:15][C:10]2[S:11][CH:12]=[C:13]([CH3:14])[C:9]=2[CH:8]=1)=[O:6])[CH3:3].[CH2:17]=O>C(Cl)(Cl)Cl.[Cl-].[Zn+2].[Cl-]>[CH2:2]([O:4][C:5]([C:7]1[CH:16]=[CH:15][C:10]2[S:11][C:12]([CH2:17][Cl:1])=[C:13]([CH3:14])[C:9]=2[CH:8]=1)=[O:6])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 13540112HCID 13540112, compound

Product 1

HCID 13663054HCID 13663054, compound

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 6212ChloroformSolvent

Procedure

Hydrogen chloride gas was passed for 30 minutes through a mixture of 3-methylbenzo[b]thiophene-5-carboxylic acid ethyl ester (5.50 g), anhydrous zinc chloride (1.25 g) and paraformaldehyde (1.50 g) in chloroform (50 ml). The resulting mixture was stirred for 8 hours and then the chloroform solution was decanted off from the gummy residue, washed well with water and dried (Na2SO4). Evaporation of the solvent gave crude 2-chloromethyl-3-methylbenzo[b]thiophene-5-carboxylic acid ethyl ester which was used directly in the next stage.

Workup

  1. customthe chloroform solution was decanted off from the gummy residue
  2. washwashed well with water
  3. dry with materialdried (Na2SO4)
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-2e3646b4fd7c4f6d9b62237638e215d1
Source dataset
uspto-grants-1986_05
Patent number
US04590200

Reaction notes

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