Hydrochloric Acid → HCID 13811966, compound

HRID 433852Notes

Reaction equation

HRID 433852 reaction equation
O[CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH2:14]O.S(Cl)([Cl:18])=O.[ClH:20]>>[Cl:20][CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][CH2:14][Cl:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 13811965HCID 13811965, compound

Product 1

HCID 13811966HCID 13811966, compound

Procedure

1.1 g, (4.9 mmol) 15 was added to 1.15 g (14.6 mmol) distilled pyridine in 30 mL dry benzene with stirring, followed by 1.8 g (14.6 mmol) thionyl chloride. The mixture was heated to reflux for 6 hours. After cooling in an ice bath, 5 mL 3M HCl was added with vigorous stirring. The organic layer was separated, washed 3× with a dilute brine solution, and dried (MgSO4) to yield a yellowish oil. After washing and removal of solvent, the dichloride was used without further purification.

Workup

  1. distillationdistilled pyridine in 30 mL dry benzene
  2. temperatureThe mixture was heated
  3. temperatureto reflux for 6 hours
  4. temperatureAfter cooling in an ice bath
  5. customThe organic layer was separated
  6. washwashed 3× with a dilute brine solution
  7. dry with materialdried (MgSO4)
  8. customto yield a yellowish oil
  9. washAfter washing
  10. customremoval of solvent
  11. customthe dichloride was used without further purification

Sources & evidence

ORD record
ord-c10844b9db404dde8e3495463332a229
Source dataset
uspto-grants-2003_12
Patent number
US06670194B1

Reaction notes

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