Pyridinium chloride → HCID 13290184, compound

HRID 370953Notes

Reaction equation

HRID 370953 reaction equation
[Cl:1][C:2]1[C:3]([O:16]C)=[CH:4][C:5]2[C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:8]=3[S:7][C:6]=2[C:14]=1[Cl:15].Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[C:3]([OH:16])=[CH:4][C:5]2[C:9]3[CH2:10][CH2:11][CH2:12][CH2:13][C:8]=3[S:7][C:6]=2[C:14]=1[Cl:15]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13290183HCID 13290183, compound

Product 1

HCID 13290184HCID 13290184, compoundYield 90.1%

Procedure

A mixture of 4.2 g of 3,4-dichloro-6,7,8,9-tetrahydro-2-methoxy dibenzothiophene and 40 g of pyridine hydrochloride is stirred at 190°-195° under nitrogen for 2 hours. The cooled mixture is triturated with water and the solid product is collected. Recrystallization from ether-pentane after decolorization with charcoal gave 3.6 g of 3,4-dichloro-6,7,8,9-tetrahydro-2-hydroxydibenzothiophene as off-white crystals, mp 103°-105°.

Workup

  1. customThe cooled mixture is triturated with water
  2. customthe solid product is collected
  3. customRecrystallization from ether-pentane after decolorization with charcoal

Sources & evidence

ORD record
ord-6f461448fff1403c8041e99a8a8f8694
Source dataset
uspto-grants-1985_07
Patent number
US04528399

Reaction notes

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